THE STRUCTURE OF THE 2-METHYLACROLEIN BORON-TRIFLUORIDE COMPLEX IN THE CRYSTALLINE PHASE AND IN SOLUTION

被引:59
作者
COREY, EJ
LOH, TP
SARSHAR, S
AZIMIOARA, M
机构
[1] Department of Chemistry, Harvard University, Cambridge
关键词
D O I
10.1016/S0040-4039(00)60902-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A crystalline 1:1 complex of BF3 and 2-methylacrolein has been isolated and shown to have molecular structure 1. H-1 NMR molecular dynamics and NOE studies have demonstrated that the same s-trans structure of the complex predominates at 185 K in CD2Cl2 solution. The relevance of these results to the enantioselectivity of Diels-Alder reactions with chiral Lewis acids is discussed.
引用
收藏
页码:6945 / 6948
页数:4
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