HIGHLY STEREOSELECTIVE CHELATION CONTROLLED ENE-REACTION OF 2-(ALKYLTHIO)ALLYL SILYL ETHERS

被引:26
|
作者
NAKAMURA, T [1 ]
TANINO, K [1 ]
KUWAJIMA, I [1 ]
机构
[1] TOKYO INST TECHNOL,DEPT CHEM,TOKYO 152,JAPAN
关键词
D O I
10.1016/0040-4039(93)85106-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under the chelation conditions the title compounds reacted with alpha-benzyloxyaldehyde to afford syn diol exclusively. Further, three contiguous diastercomeric centers were constructed with high stereoselectivity by using (E) or (Z)-crotyl silyl ether. This methodology was applied to the stereoselective synthesis of brassinolide side chain.
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页码:477 / 480
页数:4
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