Potassium allyl- and crotyltrifluoroborates: Stable and efficient agents for allylation and crotylation

被引：92

作者：

Batey, RA ^{[1
]}

Thadani, AN ^{[1
]}

Smil, DV ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Lash Miller Labs, Toronto, ON M5S 3H6, Canada

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 23期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4039(99)00774-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Potassium allyl- and crotyltrifluoroborates react rapidly with aldehydes in the presence of BF3. Et2O. These salts are stable to air and moisture, and lead to adducts in high yield and with high diastereoselectivity. The stereochemistry of the crotylated products is consistent with the reaction via allylboron difluoride and a Zimmerman-Traxler like transition state. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4289 / 4292

页数：4

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