AN ENANTIOSELECTIVE SYNTHESIS OF (+)-INDOLIZIDINE-195B

被引：10

作者：

BLOCH, R

BRILLETFERNANDEZ, C

KUHN, P

MANDVILLE, G

机构：

[1] Laboratoire des Carbocycles, Associé au CNRS, Institut de Chimie Moléculaire d'Orsay, 91405 Orsay CEDEX

来源：

HETEROCYCLES | 1994年 / 38卷 / 07期

关键词：

D O I：

10.3987/COM-94-6723

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A versatile enantioselective synthesis of the dendrobatid alkaloid (+)-indolizidine 195B is described, starting from the readily available lactol (1).

引用

页码：1589 / 1594

页数：6

共 13 条

[1] STEREOSELECTIVE PIG-LIVER ESTERASE-CATALYZED HYDROLYSIS OF RIGID BICYCLIC MESO-DIESTERS - PREPARATION OF OPTICALLY PURE 4,7-EPOXYTETRA-HYDROPHTHALIDES AND HEXA-HYDROPHTHALIDES [J].

BLOCH, R ;

GUIBEJAMPEL, E ;

GIRARD, C .

TETRAHEDRON LETTERS, 1985, 26 (34) :4087-4090

[2]

BLOCH R, 1991, SYNLETT, P829

[3] REMOTE ASYMMETRIC INDUCTION - STEREOSELECTIVE AND ENANTIOSELECTIVE SYNTHESIS OF SYMMETRICAL AND UNSYMMETRICAL 1,4-DIOLS [J].

BLOCH, R ;

BRILLET, C .

TETRAHEDRON-ASYMMETRY, 1992, 3 (03) :333-336

[4] SYNTHESIS OF BOTH ENANTIOMERS OF GAMMA-SUBSTITUTED ALPHA, BETA-UNSATURATED GAMMA-LACTONES [J].

BLOCH, R ;

GILBERT, L .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (20) :4603-4605

[5]

DALY JW, 1986, ALKALOIDS CHEM BIOL, V4, pCH1

[6]

Griffith W. P., 1990, ALDRICHIM ACTA, V23, P13

[7] GENERAL ENTRY TO THE 3,5-DISUBSTITUTED INDOLIZIDINE CLASS OF DENDROBATID ALKALOIDS - TOTAL SYNTHESES OF BOTH ENANTIOMERS OF INDOLIZIDINES 195B, 223AB, 239AB, AND 239CD FROM A COMMON CHIRAL SYNTHON [J].

MACHINAGA, N ;

KIBAYASHI, C .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (19) :5178-5189

[8] HIGHLY ENANTIOSELECTIVE REDUCTION OF MESO-1,2-DICARBOXYLIC ANHYDRIDES [J].

MATSUKI, K ;

INOUE, H ;

TAKEDA, M .

TETRAHEDRON LETTERS, 1993, 34 (07) :1167-1170

[9] INDOLIZIDINE AND QUINOLIZIDINE ALKALOIDS [J].

MICHAEL, JP .

NATURAL PRODUCT REPORTS, 1993, 10 (01) :51-70

[10] AN IMPROVED SYNTHESIS OF (-)-(2R,5R)-2,5-DIMETHYLPYRROLIDINE [J].

SHORT, RP ;

KENNEDY, RM ;

MASAMUNE, S .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (07) :1755-1756

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