A CHIRAL SYNTHESIS OF (8R,8AS)-HEXAHYDRO-8-METHYL-5(1H)-INDOLIZINONE

被引：32

作者：

SATAKE, A ^{[1
]}

SHIMIZU, I ^{[1
]}

机构：

[1] WASEDA UNIV,SCH SCI & ENGN,DEPT APPL CHEM,OOKUBO 3-4-1,SHINJU KU,TOKYO 169,JAPAN

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 07期

关键词：

D O I：

10.1016/S0957-4166(00)80326-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The enantioselective synthesis of (8R,8aS)-hexahydro-8-methyl-5(1H)-indolizinone ((-)-13), which is a synthetic intermediate of 5,8-disubstituted indolizidine alkaloids has been carried out. Reaction of ethyl (E)-(4R, 5R)-8-benzyloxy-4, 5-epoxy-4-methyl-2-octenoate (4) with formic acid in the presence of Pd2(dba)3CHCl3 and n-Bu3P as a catalyst gave ethyl (E)-(4R, 5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate (5), which was converted to (-)-13 in 8 steps.

引用

页码：1405 / 1408

页数：4

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