Stereoselective allylation of acetals through intramolecular transfer of an allylsilane

被引：11
|
作者：
Fujita, K [1 ]
Inoue, A [1 ]
Shinokubo, H [1 ]
Oshima, K [1 ]
机构：
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Kyoto 6068501, Japan
来源：
ORGANIC LETTERS | 1999年 / 1卷 / 06期
关键词：
D O I：
10.1021/ol990840m
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] Through a cyclic transition state of tetravalent silicon intermediate, the reaction of allylsilyl acetal in the presence of TiCl4 proceeded in a stereoselective manner. Highly diastereoselective allylation of lactols could be performed in two steps. On the other hand, Me3SiOTf-mediated reaction of allylsilyl acetal provided homoallyl methyl ether without stereoselectivity.
引用
收藏
页码：917 / 919
页数：3
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