Cyclopropanation of protected chiral, acyclic allylic alcohols:: Expedient access to the anti-cyclopropylcarbinol derivatives

被引:23
|
作者
Charette, AB [1 ]
Lacasse, MC [1 ]
机构
[1] Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
关键词
D O I
10.1021/ol0264051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The diastereoselective cyclopropanation of silyl-protected chiral allylic alcohols using Shi's carbenoid (TFA-Et2Zn-CH2I2) gave access to the anti-cyclopropylcarbinyl silyl ethers with excellent diastereocontrol. The level of stereocontrol was shown to depend on the sizes of the protective group and the allylic substituent.
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页码:3351 / 3353
页数:3
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