SYNTHESIS AND UTILIZATION OF OPTICALLY-ACTIVE 2-SUBSTITUTED 4-(TRIMETHYLSILYL)CYCLOPENTANONES - SYNTHESIS OF (-)-MASSOIALACTONE AND (+)-BETA-CUPARENONE

被引：32

作者：

ASAOKA, M

HAYASHIBE, S

SONODA, S

TAKEI, H

机构：

[1] Department of Life Chemistry, Tokyo Institute of Technology, Midoriku, Yokohama

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(00)97727-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ring contraction by BF3 ·Et2O catalyzed epoxide rearrangement of 3-substituted 5-trimethylsilyl-2,3-epoxycyclohexanones gave the corresponding 2-substituted 4-(trimethylsilyl)cyclopentanones diastereoselectively. Synthesis of (-)-massoialactone and (+)-β-cuparenone utilizing the above transformation is also described. © 1990.

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页码：4761 / 4764

页数：4

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