The stereoselective cyclopropanation of chiral allylic alcohols using a chiral dioxaborolane ligand:: A new route to anti-cyclopropylmethanol derivatives

被引:12
作者
Charette, AB [1 ]
Lebel, H [1 ]
Gagnon, A [1 ]
机构
[1] Univ Montreal, Dept Chim, Montreal, PQ H37 3J7, Canada
关键词
alcohols; cyclopropanation; cyclopropanes; zinc and compounds;
D O I
10.1016/S0040-4020(99)00448-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The diastereoselective cyclopropanation reaction of allylic alcohols in the presence of the chiral dioxaborolane ligand 1 was studied. Unprecedently high anti-selectivities were obtained with E-olefins when 2.2 equivalents of bis(iodomethyl)zinc and 1.1 equivalent of 1 were used. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8845 / 8856
页数:12
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