STEREOCONTROLLED INTRAMOLECULAR CYCLIZATION OF OMEGA-TRIBUTYLSTANNYL ETHER ALDEHYDES - SYNTHESIS OF THE 6.7.7.6 RING-SYSTEM OF POLYCYCLIC ETHERS

被引:74
作者
YAMAMOTO, Y
YAMADA, J
KADOTA, I
机构
[1] Department of Chemistry, Faculty of Science, Tohoku University, Sendai
关键词
D O I
10.1016/0040-4039(91)85042-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The BF3.OEt2 mediated intramolecular cyclization of the gamma-oxo-substituted allylic tin (1) having an aldehyde group at the terminus of the carbon chain proceeded in a stereocontrolled manner to give the 7-membered beta-hydroxy cyclic ether (2a) with high diastereoselectivity. This method was applied for the synthesis of the 6.7.7.6 ring system (3a).
引用
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页码:7069 / 7072
页数:4
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