AN EFFICIENT APPROACH TOWARD PYRROLIDINYLLACTONE SYSTEM CHARACTERISTIC OF THE STEMONA ALKALOIDS - LEWIS-ACID CATALYZED STEREOSELECTIVE REACTION OF N-BENZYLOXYCARBONYL-2-METHOXYPYRROLIDINE WITH 3-METHYL-2-TRIMETHYLSILYLOXYFURAN

被引：59

作者：

MORIMOTO, Y ^{[1
]}

NISHIDA, K ^{[1
]}

HAYASHI, Y ^{[1
]}

SHIRAHAMA, H ^{[1
]}

机构：

[1] HOKKAIDO UNIV,FAC SCI,DEPT CHEM,SAPPORO,HOKKAIDO 060,JAPAN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 36期

关键词：

D O I：

10.1016/S0040-4039(00)73857-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyrrolidinyllactone system 7, common partial structure presented in most Stemona alkaloids, was stereoselectively prepared by two-step sequence: i) syn-selective condensation of N-benzyloxycarbonyl-2-methoxypyrrolidine (8) with 3-methyl-2-trimethylsilyloxyfuran (9) catalyzed by Lewis acids: ii) diastereoselective hydrogenation of the product 10 (NaBH4, NiCl2/MeOH).

引用

页码：5773 / 5776

页数：4

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