ENOLIZATION OF KETONES BY DIALKYLBORON CHLORIDES AND TRIFLATES - A MODEL FOR THE EFFECT OF REAGENT LEAVING GROUP, SUBSTRATE STRUCTURE AND AMINE BASE

被引：25

作者：

GOODMAN, JM

PATERSON, I

机构：

[1] University Chemical Laboratory, Cambridge, CB2 1EW, Lensfwid Road

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)60878-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The contrasting regio- and stereoselectivities shown in-the kinetic enolisation of acyclic ketones by dialkylboron chlorides and triflates are rationalised by considering the conformations and electronic properties of the intermediate C=O.L2BX complexes.

引用

页码：7223 / 7226

页数：4

共 18 条

[11]

KIM BM, 1991, COMPREHENSIVE ORGANI, V2, P239, DOI DOI 10.1016/B978-0-08-052349-1.00029-9

[12]

Kirby A. J., 1983, ANOMERIC EFFECT RELA

[13] ALDOL REACTIONS OF METHYLKETONES USING CHIRAL BORON REAGENTS - A REVERSAL IN ALDEHYDE ENANTIOFACE SELECTIVITY [J].