SYNTHESIS OF ERYTHRINA AND RELATED ALKALOIDS .37. CHIRAL SYNTHESIS OF ENANTIO-TYPE ERYTHRINAN ALKALOIDS UTILIZING ASYMMETRIC ACYLATION AND KINETIC RESOLUTION OF DIASTEREOMERS

被引：18

作者：

HOSOI, S ^{[1
]}

ISHIDA, K ^{[1
]}

SANGAI, M ^{[1
]}

TSUDA, Y ^{[1
]}

机构：

[1] KANAZAWA UNIV, FAC PHARMACEUT SCI, 13-1 TAKARA MACHI, KANAZAWA, ISHIKAWA 920, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1992年 / 40卷 / 11期

关键词：

D O I：

10.1248/cpb.40.3115

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Chiral synthesis of an erythrinan alkaloid, (-)-3-demethoxyerythratidinone (11), as well as a versatile intermediate, the 1,7-cycloerythrinan derivative (14) (both are or enantio-type) was achieved using asymmetric acylation and kinetic resolution starting from the L-dopa derivative (1).

引用

页码：3115 / 3117

页数：3

共 26 条

[21] Dynamic kinetic resolution via dual-function catalysis of modified cinchona alkaloids:: Asymmetric synthesis of α-hydroxy carboxylic acids
Tang, L
Deng, L
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (12) : 2870 - 2871
[22] Asymmetric synthesis of β-amino acids:: dynamic kinetic resolution utilizing 2-oxoimidazolidine-4-carboxylate as a chiral auxiliary
Nunami, K
Kubo, A
Kubota, H
Takahashi, M
PEPTIDE SCIENCE - PRESENT AND FUTURE, 1999, : 752 - 754
[23] Divergent enantioselective synthesis of hapalindole-type alkaloids using catalytic asymmetric hydrogenation of a ketone to construct the chiral core structure
Liu, Yang
Cheng, Li-Jie
Yue, Hai-Tao
Che, Wen
Xie, Jian-Hua
Zhou, Qi-Lin
CHEMICAL SCIENCE, 2016, 7 (07) : 4725 - 4729
[24] Kinetic resolution of urethane-protected α-amino acid n-carboxy anhydrides (UNCA) catalyzed by cinchona alkaloids:: Asymmetric synthesis of α-amino acids.
Hang, JF
Tian, SK
Tang, L
Deng, L
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U249 - U249
[25] AN ASYMMETRIC-SYNTHESIS OF A QUATERNARY CHIRAL BUILDING BLOCK FROM ETHYLMALONIC ACID - A PREPARATION OF KEY SYNTHETIC INTERMEDIATES OF HUNTERIA-TYPE AND ASPIDOSPERMA-TYPE INDOLE ALKALOIDS
IHARA, M
YASUI, K
TANIGUCHI, N
FUKUMOTO, K
HETEROCYCLES, 1990, 31 (06) : 1017 - 1020
[26] DIOXOPYRROLINES .22. SYNTHESES OF ERYTHRINA AND RELATED ALKALOIDS .5. 2-AZABICYCLO[3.2.0]HEPTANE-3,4-DIONES (6) A NOVEL METHOD OF REGIO-CONTROLLED SYNTHESIS OF FUNCTIONALIZED HYDROINDOLES AND ERYTHRINAN DERIVATIVES
SANO, T
TODA, J
HORIGUCHI, Y
IMAFUKU, K
TSUDA, Y
HETEROCYCLES, 1981, 16 (09) : 1463 - 1468

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