STEREOSPECIFIC APPROACH TO 3-OXOCEN-7-ONES VIA ALIPHATIC CLAISEN REARRANGEMENT - SYNTHESIS OF (+)-(2R,8S)-LAUTHISAN AND (+)-(2R,8R)-LAUTHISAN

被引:55
作者
PAQUETTE, LA
SWEENEY, TJ
机构
[1] Evans Chemical Laboratories, The Ohio State University, Columbus
关键词
D O I
10.1016/S0040-4020(01)85577-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general synthetic strategy based upon thermally-induced Claisen ring expansion as the pivotal step allows for rapid elaboration of the lauthisans in enantiomerically pure condition and proper absolute configuration. The short sequence (nine steps) constitutes a new and versatile route to naturally occurring medium-ring ethers. © 1990.
引用
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页码:4487 / 4502
页数:16
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