htr_main (jielde)

Transcription

htr_main (jielde)

HETEROCYCLES, Vol. 49, 1998
■ CURRICULUM VITAE
1
BIBLIOGRAPHICAL DATA
Bernhard Witkop*
■ PREFACES
3
Preface
Yuichi Kanaoka*
5
A Chemist in a Biomedical Institute
Bernhard Witkop*
9
From the "Ordeal Bean" (Physostigma venenosum)
to the Ordeal of Alzheimer's Disease ----- Some of
the Legacy of Percy Lavon Julian (1899 - 1975)
Bernhard Witkop*
■ COMMUNICATIONS
29
MCR IX: A New and Easy Way for the Preparation
of Piperazine-2-keto-3-carboxamides
H
N
Alexander v. Zychlinski and Ivar Ugi*
O
CONHR2
R1
O
33
An Enantio- and Diastereoselective Synthesis of
(-)-Isoretronecanol and (+)-Trachelanthamidine
from a meso Precursor
Kou Hiroya, Masayo Kishi, Hiroyuki Konno, and
Kunio Ogasawara*
OTBS
H
TBSO H
OTBS
H
1) (S)-BINAP/Rh1
2) H3O +
O
present study
HO
HO
H
H
N
N
(-)-isoretronecanol
39
Studies on the Stereochemistry of Theonezolides
A-C1: Elucidation of the Relative Configurations of
1,3-Diol Moieties of the C-4 ~ C-17 Fragment
AcO
17
Masami Ishibashi, Shinji Takeuchi, Makiko Yonezawa,
and Jun'ichi Kobayashi*
17
43
OMe OAc
OAc OAc
O
16
10
4
14
OMe OAc
AcO
(+)-trachelanthamidine
16
4a
14
4b
8
OAc OAc
O
10
4
8
NH2
NH2
A Novel Synthesis of Thebaine from Codeine
Andrew Coop and Kenner C. Rice*
NMe
NMe
t-BuOK
MeO
49
Isolation, Partial Synthesis and Stereochemical Study
of 10-Hydroxystrictosamide, a Constituent of Nauclea
orientalis in Thailand
Norio Aimi, Boonsom Liawruangrath, Dammrong Santiarworn,
Mariko Kitajima, Michiko Funahashi, Masayo Sakai,
Osamu Ohmori, and Hiromitsu Takayama*
O
Me2SO4
O
MeO
O
OMe
RO 10
N
N
H H
H
O
O
O RO
R = H : 10-hydroxystrictosamide
R = Ac : pentaacetyl derivative
OR
2
O
OR
OR
53
Synthesis and Cytotoxicity of Various Structural Types
of Novel Cyclopropapyrroloindole(CPI) Derivatives
Yasumichi Fukuda,* Hirosuke Furuta, Yoshie Kusama,
Hiroyuki Ebisu, Yasuo Oomori, and Shiro Terashima
O
O
HN
HN
O
N
COAr
9
59
Acid-catalyzed Photorearrangement of 1,3-Dimethylcyclooctapyrimidine-2,4-dione into 10,12-Diazatricyclo[6.4.0.01,5]dodeca-3,7-diene-9,11-diones
Yukari Noguchi, Kazue Ohkura, and Koh-ichi Seki*
Me
O
O
63
Synthesis of Unnatural Enantiomer of Nectrisine
and Its Biological Activity
Yong Jip Kim, Akira Takatsuki, Naoto Kogoshi, and
Takeshi Kitahara*
TFA
N
Me
Allylation of N-Acyl Quaternary Salts of Azaaromatics
with Allyltrimethylsilane in the Presence of Triflate
Ion
Akio Ohsawa,* Takashi Itoh, Michiko Miyazaki, and
Kazuhiro Nagata
O
O
HO
O
N
COAr
10
O
N
N
Me
OCOCF3
Me
O
N
O
H
HO
HO
15 steps
Ph
N
Me
H
OH
OH
N
O
BnO
67
Me
hv
N
O
ent-nectrisine
N
allyltrimethylsilane (2.0 eq.)
Et3N (1.0 eq.)
N
H
ClCO2Ph (2.4 eq.)
TMSOTf (0.2 eq.)
MeCN, rt under Ar, 16 h
CO2Ph
N
N
CO2Ph
one pot synthesis
73
Intramolecular [2+2] Photocycloaddition of
Fumaramic Acid Ester Derivatives. Syntheses
of 2-(2,3-Dicarboxycyclobutyl)glycines
Yasufumi Ohfune,* Noboru Yumoto, Yasushi Shigeri,
Keiko Shimamoto, and Hidekazu Tsujishima
O
MeO2C
N
O
hv
O
MeO2C
N
O
CO2H
H
H
HO2C
H
H
CO2H
NH2
79
Cycloaddition Reactions of Oxaquadricyclane,
Oxanorbornadiene, and Related Compounds
with Cyclooctyne
Shinichi Otani, Takane Uchida, Akikazu Kakehi,
Yukio Ikemi, Hiroyuki Taketsuna, and
Kiyoshi Matsumoto*
R
X
X
R
E
E
E
E = CO2Me
R
R
E
O
X=O
85
Reactivity of Rieke Manganese: Synthesis of
Pyrrolidine and Piperidine Derivatives
Akira Hosomi,* Jun-ichi Tateiwa, Shin-ya Nakamura,
Ryo Okada, Yoshihiro Funahashi, Junji Yoshizawa,
and Makoto Hojo
R1
R4
TsN
R3
( )n
R2
On the Stereoselective Construction of the B and
A Rings of Halichondrin B. A PM3 Study
H
Osamu Yonemitsu,* Tatsuya Yamazaki, and
Jun-ichi Uenishi
A
O
MeO2C
93
TsN
2) sat. NH4Cl
X
R5
n = 1, 2
89
1
R4 R3 R
1) Mn*, THF
reflux, 2 h
O
H
B
H
H
R2
( )n R5
OH
C
O
OTr
spinacoside D (2)
Absolute Stereostructures of Spinacosides C and D
with a Novel Acetal Type Substituent from Spinacia
oleracea (Spinach) and Basella rubra (Indian Spinach)
OH
H
Masayuki Yoshikawa,* Toshiyuki Murakami, Kazuhiro Hirano,
Hisashi Matsuda, Johji Yamahara, Kazuhiro Ohtani,
Ryoji Kasai, and Kazuo Yamasaki
HO2C
HO2C
HO
O
O
HO2C H
O
O
OH
C O
O
H
O
HO
OH
OH
H
spinacoside C (1)
97
Organic Reactions in Water: Indium Mediated
Synthesis of !-Alkylidene-"-lactams
Maghar S. Manhas, Maria T. Batista,
Muthusamy Jayaraman, and Ajay K. Bose*
R1
O
O
N
R2
R1
R1
N
+
N
R2
major
minor
R1 = Ph, 4-methoxyphenyl, styryl, 3-bromophenyl,
glycerol acetonide; R2 = 4-methoxyphenyl
O
R2
O
101
Antimalarial Activities in vitro of Homoprotoberberine
Derivatives. Design of Novel Antimalarials and
Structure-Activity Relationship Analysis
MeO
Yusuke Wataya, Hye-Sook Kim, Hideo Nemoto,
Hiromi Nakashima, Junji Miyata, and Masataka Ihara*
MeO
N
OH
OMe
105
Construction of 3,4-Disubstituted Tetrahydrofuran
Ring by Radical Cyclizaition. A Model Study for
Kainoid Synthesis
Haruhisa Shirahama,* Kimiko Hashimoto, and
Satoshi Itadani
R1
Ar
R1
Ar
R2
R2
O
109
Synthesis and Evaluation of Enantiomerically Pure
Azinomycin-Lexitropsin Hybrid Molecules with
DNA-cleaving Activity
O
O
MeO
O
Hiromi Iitsuka, Shigenori Haruna, Kozo Shishido, and
Masayuki Shibuya*
O H
N
O
Me
N
Me
R
O
n
1a-c : R = OH; (2S, 3S ); n = 1-3
2a-c : R = OH; (2R, 3R ); n = 1-3
3a-c : R = NH(CH2)3NMe2; (2S, 3S ); n = 1-3
113
Cycloaddition of Lithium Ynolate to Imines: Synthesis
of 3,4-Disubstituted "-Lactams
Bu
Kozo Shishido, Yusuke Sato, Soichiro Oya, and
Mitsuru Shindo*
OLi
Ph
PhOH
Perhydroisoquinoline Synthesis: C(20)-Substituted
Analogs of Yohimbine-Type Alkaloids
David A. Ellis and David J. Hart*
OHC
O
O
R
tryptamine
!
R = CH2OMe
Ts
Bu
Ph
117
N
O
N
Ts
N
H H
H
HO
N
O
R
■ PAPER
121
Photochemical Rearrangements of 1-Acetyl-1,2-dihydroquinoline-2-carbonitriles to the 3,1-Benzoxazines and
Cycloprop[b]indoles
R
R
hv
Takayuki Yakura, Chika Yukawa, Saeko Matsugashita,
and Masazumi Ikeda*
N
CN
O
CN
N
COMe
Me
R = H, Me
127
Me
New Syntheses of Murrayafoline-A and Murrayaquinone-A
via Fischer Indolization of 2-Sulfonyloxyphenylhydrazone
(Fischer Indolization and Its Related Compounds. Part 29)
N
H
MsO
Toshiko Watanabe, Hiroshi Yokoo, and Yasuoki Murakami*
Me
TsOH
N
benzne
Me
MsO
O
Me
N
H
MeO
O
murrayaquinone-A
133
N
H
N
H
murrayafoline-A
NMe2
The Synthesis of Ethyl 2-(2-Cyano-2-ethoxycarbonylethenyl)amino-3-dimethylaminopropenoate. The
Synthesis of Substituted Aminoazolo-, Aminoazinopyrimidinones and 2H-1-Benzopyran-2-ones
1) EtO2C
CN
N
H
CO2Et
NH2 2) NH NH , H O, EtOH
2
2
2
Simona Golic Grdadolnik, Lovro Selic, and
Branko Stanovnik*
N
N
N
NH2
O
143
Novel Heterocycles: A Benzodithiolane S-Oxide
and a Benzothiadiazinane S-Oxide
Louis M. Leichter, Nusrallah Jubran, Ming Qi,
Zhongxing Zhang, and Alan R. Katritzky*
O
R
S
Ar
S
Me2N
Ar
R
N
Samarium Iodide Promoted Coupling of N-Substituted
Azetidin-3-ones. A Novel Route to Spiroannulated
Heterocyclic Oxiranes
Simon G. Bott, Arokiasamy Devasagayaraj, and Alan P.
Marchand*
HO
OH
N
R
S
Ar
Ar = 4-Me2NC6H4;
149
O
NH
NH
Ar
R = Me2N or H
1) MsCl, Et3N
DMAP, CH2Cl2
R
N
O
2) base, heat
R = CO2Et, Ts
N
R
157
The Structure of Aminoazoles and Its Relationship
with Aromaticity. Crystal and Molecular Structure
of Two Polymorphic Forms of 4-Aminopyrazole
José Elguero, Manuel Yáñez, Otilia Mó,
Rosa María Claramunt, Concepción Foces-Foces,
Lourdes Infantes, and Pilar Cabildo*
169
Stereoselective Synthesis of Antifungal Sulfoximines,
Novel Triazoles I
Naomitsu Hirano, Shigeru Yano, Katsuo Takeda,
Kuniyuki Oda, Tadatoshi Miyajima, Takao Nakano,
Hiroshi Morimoto, Hiroyuki Kawanishi, and Kenji Tsujihara*
N
N
N
N
OH SR p-TsNClNa
R
F
R
S
S
Me
R
N
N
NTs
Stereoselective Synthesis of Antifungal Sulfoximines,
Novel Triazoles II
Kuniyuki Oda, Tatsuya Watanabe, Takao Nakano,
Hiroshi Morimoto, Hiroyuki Kawanishi, and
Kenji Tsujihara*
F
F
N
RS Me
p-TsNClNa
RS
R
F
SMe
O
R
OH S
NH
Me
F
181
O
RS
S
R
N
NTs
F
N
O
R
OH S
R
R
NH
Me
R
F
F
191
Concise Synthesis of Nitidine by Palladium-assisted
Biaryl Coupling Reaction
O
O
Kentaro Shibaike and Takashi Harayama*
MeO
I
O
Pd
NMe
MeO
MeO
MeO
O
197
Synthesis of Acetylcholinesterase Inhibitors on the
Basis of 9-Isothiocyanato-1,2,3,4-tetrahydroacridine:
2-[(1,2,3,4-Tetrahydroacridin-9-yl)imino]-3-substituted
1,3-Thiazolidin-4-ones
Tatiana Busová, Gundula Voss, Ján Imrich, Juraj Bernát,
Slávka Hamul'aková, and Pavol Kristian*
O
NMe
O
O
RN
NCS
N
1) RNH2
N
2) BrCH2CO2Me
3) MeOH, MeONa
N
R = i-Pr, Bu, Bn, 2-furylmethyl, cyclohexyl
S
205
Organozinc Derivatives of Diazines, Metalation of
Diazines XXIII
Anne Leprêtre-Gaquere, Nelly Plé, Alain Turck, and
Guy Quéguiner*
ClZn
Z
R3
Y
X
N
Ring Enlargement of Eight- and Nine-membered
Cyclic Sulfonamide Derivatives in Reactions with
3-Amino-2H-azirines
Anthony Linden, Tonya R. Mihova, and Heinz Heimgartner*
S N
O2 H
NHCO2Me
( )n CO2H
Ar
255
Synthesis of 6-Epoxygeranylgeraniol and Its Application
to the Construction of A/B Acyclic Pimarane Type
Diterpene
N
R3
X R1
rt
O
MeO
MeO
S
O2
N
NH
R2
R1
NR3R4
NHCO2Me
( )n CO2H
OH
OH
TMS
R2
Y1 = CH, N R12 = Br, H
1) Me3SiCl, Et3N
O
Toshifumi Hirukawa, Minoru Oguchi, Takashi Fukumoto,
Yoshinobu Kashibuchi, and Tadahiro Kato*
Y1
X1
Ar
2) n = 1 : Et3SiH, TiCl4
n = 2 : PhMe2SiH, TiCl4
n = 1, 2
Z Y
X1 = CH, N R1 = Br, I, H
MeCN
O
Koichi Homma, Michihisa Yato, and Akihiko Ishida*
Pd(PPh3)4
R11
1
= H, SMe
R2 = H, OMe
R3 = H, SMe, Cl
O
R1
2
THF
X1
MeO
New Silane Reduction of Aromatic Ketones Mediated
by Titanium Tetrachloride: A Synthesis of #- and $-Aryl
Substituted Amino Acids
Y1
R1
MeO
233
R1
R11
2
R1
X = CH, N
Y = CH, N
Z = CH, N
215
R2
OH
Et2AlCl
-78 °C
261
Studies on Novel and Chiral 1,4-Dihydropyridines. VI.
Preparation of a Polymer-supported 1,4-Dihydropyridine
Having a Chiral Sulfinyl Group and Its Application to
Biomimetic Reduction
Kazuyuki Miyashita, Masahiro Nishimoto, Satoshi Tatematsu,
Toshihiko Nishiyama, Satoshi Obika, and Takeshi Imanishi*
H H
O
S
Tol
O
Ph
O
CO2Me
S
Mg(ClO4)2
N
P
OH
Ph
N
regeneration
Tol
CO2Me
! 96 % ee
P
269
Clavulazine, a New Marine Pyrazine Congener from
the Okinawan Soft Coral Clavularia viridis
N
Ken Fujimori, Kinzo Watanabe, and Kazuo Iguchi*
O
OH
N
clavulazine
275
Conformational Preference of Two Toad Poison
Bufadienolides, Bufarenogin and %-Bufarenogin
Hideji Itokawa, Koichi Takeya, Hiroshi Morita,
Rui Takano, Ayano Kotake, and Yoshiaki Kamano*
281
R
Synthesis of 2,2'-Bipyridines Bearing Amino or
Carboxyl Group at the Side Chain and Physical
Properties of Their Ruthenium(II) Complexes
CO2Et
Yoshinobu Yokomori, Junko Ohkanda, Tetsuji Satoh,
Yumi Horie, Hideyuki Fujii, Yoshihiro Kitamura, and
Akira Katoh*
N
N
O
2PF6
O
N
Ru2+
N
N
O
N
R
CO2Et
Et2OC
R
297
A Facile and Convenient Synthetic Method for Fluorinecontaining Naphtho[1,2-e][1,4]diazepines, Naphtho[1,2-e][1,4]dithiepins and Naphtho[1,2-e][1,4]dioxepins
R
Yoshitsugu Tomo, Nobukazu Kunihiro, Norikado Tsukushi,
and Etsuji Okada*
HN
R
HN
N
NH
OH
CF3
CF3
COCF3
R
HN
Intramolecular 1,5-Hydrogen Atom Transfer Radical
Reaction of Pyrrolidine Derivatives
OR
RO
Hideaki Takano, Miyuki Ishizaki, and Osamu Hoshino*
COCF3
N
RO H
Br
N
O
O
Me
Me
H RO OR H
H
Ph
!- and "-Me
OH
CF3
Y = S, O
R = H, Me
H
Y
COCF3
COCF3
Ph
R = allyl
Y
N
CF3
R = H, Me
305
R
N
N
O
H
Ph
Me
315
Chemical Conversion of Labdane-Type Diterpenoid
Isolated from the Liverwort Porella perrottetiana
into (-)-Ambrox
OH
Shigeru Takaoka, Masami Tanaka, Kousuke Shiki,
Toshihiro Hashimoto, and Yoshinori Asakawa*
OH
H
O
H
(-)-ambrox
327
Alkaloids of Some Mongolian Ranunculaceae Species:
Detailed 1H- and 13C-NMR Studies of Denudatine and
Lepenine
H"
3
H!
Balawant S. Joshi, Haridutt K. Desai, Quincy Teng,
Filiz Mericili, Ali M. Mericli, Nyamdari Batbaiar,
Jigjidsuren Tunsag, Dulamjav Batsuren, and
S. William Pelletier*
Me
H!
5
E
19 Ha
Ha
2
A Ha
4
18
H"
Hb
21
OH
11
H " Ha
Ha
OH
1
H 10 B
6
9
7
OH 17 H
C
Ha
8
Ha
Ha
20
H
15
14
Hb
16
Ha
D
H
12
13
Hb
Me
22
stereostructure of lepenine (5)
343
The Highly Stereocontrolled Radical-based Addition of
a 2,2-Dichloroacyl Function to a 2-Oxazolone Heterocycle.
A New Approach to MeBmt, the Key Component of
Cyclosporin
O
N
O
O
O
O
Cl
O
Tadao Ishizuka, Hiroyoshi Ohta, Hirofumi Matsunaga, and
Takehisa Kunieda*
Cl
R
O
O
O
OMe
R
N
O
O
NHMe
O
R=
OH
CO2H
MeBmt
355
Noelaquinone, a New Hexacyclic Triazine Quinone
from an Indonesian Xestospongia Sp.
Michelle Kelly-Borges, Wesely Y. Yoshida, Ye Zhu,
and Paul J. Scheuer*
N
N
H
361
Jean Bourguignon, Guy Quéguiner, Cyril Papamicaël,
and Georges Dupas*
N
Me
O
N
Me
Regioselective Metalation of #-Carbolines
O
O
CHO
O
O
N
DMG
N
Me
DMG = CON(Pr-i )2, CONHBu-t
N
1) RLi
2) E+
N
Me
DMG
E
375
The Structure and Antimalarial Activity of Some
cis-Fused Bicyclic 1,2,4-Trioxane Derivatives
Wilbur K. Milhous, Craig J. Canfield, Gérald Bernardinelli,
Géza Timári, Shigeo Kohmoto, Danielle Jaggi, and
Charles W. Jefford*
X
R
O
Ar
Ar
O
NH(N-phthalimide)
R
O
and
O
p-FC6H4
O
O
C6H4F-p
R
R
Ar = Ph; R = Me; X = O or CCl2
Ar = C6H4F-p; R, R = (CH2)4; X = N(N-phthalimide)
385
Mercurophilic Property of 23-Dicyanomethylene5,8,11,14,17-pentaoxa-2,20-dithiabicyclo[19.4.1]hexacosa-1(26),21,24-triene
Hitoshi Takeshita, Nobuo Kato, Kanji Kubo, and
Akira Mori*
393
Iron Chelators of the Pyridoxal-based Class. Part 7.
The Synthesis and Single Crystal Structure of
1-(N-Ethoxycarbonylmethylpyridoxyledenium)-2(pyrimidyl)hydrazine Salts
N
R2(20)
N
O
Synthesis of 2-Aroylquinoxalines, 1-Aroylphthalazines,
and 4-Aroylcinnolines; an Aroylation Method Using
Arenecarbaldehydes Catalyzed by Azolium Salt
Takeo Higashino, Etsuo Oishi, Ken-ichi Iwamoto,
Yumiko Suzuki, and Akira Miyashita*
Het
Cl
Me
N
H
O
cat.
DMF, NaH
Ar CHO
Het
O
N
Het COAr
cat.
N
N
N
415
N
motif
O
N
N
cyclic dimer
H
H OClO3
Me
pyridoxal
O
O
OClO3 H
H
Me
pyrimidyl
hydrazone
N
N
N
O
perchlorate
Shmuel Cohen, Shelly Avramovici-Grisaru, and
Shalom Sarel*
405
H
N
Me
O
N
Site Specificity in 1,3-Dipolar Cycloadditions to
a Polycyclic Polyene Induced by Complexation
with Tricarbonyliron
Me N
N
b
I
N Me
RSO2Na
c
a
Mirko Sarzi-Amade', Mauro Freccero, and Remo Gandolfi*
CO2Me
Fe
(CO)3
CO2Me
CO2Me
a
b
c
Fe
(CO)3
CO2Me
427
The Isolation and Structure of the Novel cis-Fused
Indolizidine 249H from Frog Skin: cis- vs. trans-Fused
Indolizidines Distinguished by NMR
H
Thomas F. Spande, H. Martin Garraffo, Atsushi Shimada,
Takashi Tokuyama, and John W. Daly*
N
Me
H
H
H N
Me
H Me
249H
Me
■ NOTES
437
Syntheses and Biological Evaluation of (±)-3a-Phenyl
Congeners of Physostigmine and Phenserine
Arnold Brossi, Xue-Feng Pei, and Nigel H. Greig*
HO
O
8 steps
Ph
RNHCO
NHMe
N
Me
N
Me
R = Me, Ph
445
Preparation of (±)-Hirsutine and (±)-3-Isocorynantheidine
Pirjo Hanhinen, Christiane Laine, Reija Jokela, and
Mauri Lounasmaa*
N
H H
N
MeO2C
N
H H
OMe
N
OMe
MeO2C
2
1
451
3
A Five-Step Synthesis of Psilocin from Indole-3carbaldehyde
Mayumi Tamura, Fumio Yamada, and Masanori Somei*
CHO
2 steps
N
H
OCH2Ph
CN
HO
Me2N
3 steps
N
H
N
H
459
A Convenient Preparation of !-Keto Esters by the
Grignard Reaction on N-Acylpyrazoles
Yoshihiro Tsukamoto, Yoshie Shirahata, and
Choji Kashima*
R1
R1
N
EtO2C-COCl
R1
N
H
N
Et3N
O
R1
N
CO2Et
5: R1 = Me
6: R1 = H
7: R1 = t-Bu
465
A New Cleavable Carbene-generating Reagent with
3-Phenyl-3-trifluoromethyldiazirine Photophore
CF3
CHO
469
O
CF3
OMe
HO
CO2Et
2
e: R2 = Bu
f : R2 = i-Pr
g: R2 = c-Hex
h: R2 = PhCH2CH2
a: R2 = Ph
b: R2 = p-Tol
c: R2 = Me
d: R2 = Et
N
N
Yuichi Kanaoka, Uwe Kempin, and Yasumaru Hatanaka*
R2
R2MgX
N
N
OMe
OH
CO2Et
distorted cavity
Difference in Guest Binding Capability between
Cyclodextrins Having an Acetylamino Moiety at
Primary- and Secondary-Hydroxyl Sides:
The Effect of Ring Distortion
+ fenchone, K(d) / K(l) = 2.67
Jun-ichi Anzai, Tetsuo Osa, Koki Obata,
Yoshinobu Sakurai, and Iwao Suzuki*
+ menthol, K(d) / K(l) = 0.64
!-CyD
NHAc
475
Reduction of Uracil Derivatives with an NADH Model,
1-Benzyl-1,4-dihydronicotinamide
Hironao Sajiki, Yukio Kitade, Keiko Kubo, and
Kosaku Hirota*
R2
O
N
O
481
NO2
BNAH, MeCN
N
R1
R2
M. Iqbal Choudhary, S. A. Majid Ayatollahi, Afgan Farooq,
Asaad Khalid, Shehnaz Parveen, and Atta-ur-Rahman*
D
C
R1
A
N
O
O
N
O
Acetylcholinesterase Inhibiting Triterpenoidal Alkaloids
from Buxus hyrcana
Me
R2
B
1 R1 = H; R2 = H
NO2
N
R1
CH2
2 R1 = Me; R2 = Me CH NbMe2
3 R1 = H; R2 = Me CH NbMe2
489
Synthesis and Biological Evaluation of 14-Alkoxymorphinans. 16. 14-O-Alkyl Derivatives of the
µ-Opioid Receptor Antagonist Cyprodime
N
OCH2Ph
John R. Traynor, Elisabeth Greiner, Roland Krassnig,
and Helmut Schmidhammer*
R
OMe
O
R = H, OH
■ REVIEWS
499
Pictet-Spengler Reactions of Nb-Hydroxytryptamines
and Their Application to the Synthesis of Eudistomins
Tohru Hino and Masako Nakagawa*
NHOH
N
H
N
N
H H
RHN
531
NOH
N
H
O
R
eudistomins
S
Survey of Oxygenated 2,11-Cyclized Cembranoids
of Marine Origin
Patrick Bernardelli and Leo A. Paquette*
O
O
O
O
asbestinins
cladiellins
557
Synthesis of 1,3,4-Thiadiazines and 1,3,4-Oxadiazines
Ho Sik Kim and Yoshihisa Kurasawa*
R1
S
N
N
Het
R2
R2
N
N
R1
N
Het
Het
R2
Het = heterocycle
N
N
R2
R1
O
N
R1
S
R2
O
N
R1
S
sarcodictyins
N
Het
R1
O
N
R2
N
587
Stable Heterocyclic Five-membered Azomethine Imines:
Azolium N-Imides, Triazolidinium and Pyrazolidinium
Ylides
R1
Bärbel Schulze, Arne Kolberg, and Ludmila L. Rodina*
R1
N
N
N
N N R2
Ar N
■ INDEXES
619
633
Author Index
Subject Index
N
N
N N R2
N N
R1
N N R2
N
R1
N N R2
S
N N R
S
N N R
N
C R1
R2
N
C R1
R2

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