NMR investigations on boron complexes in the conjugate addition on α,β-unsaturated imides

被引：25

作者：

Cardillo, G

Gentilucci, L

Gianotti, M

Tolomelli, A

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

[2] Univ Bologna, CNR, CSFM, I-40126 Bologna, Italy

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 08期

关键词：

D O I：

10.1021/ol015616n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 1,4-addition of O-benzylhydroxylamine to alpha,beta -unsaturated imide 1 in the presence of BF3. Et2O proceeds with the preferential attack of the nucleophile on the C beta -re face. To explain this unexpected reactivity H-1,C-13, and B-11 NMR investigations have been carried out on the boronimide complex, which show the presence of an S-cis imide chain conformation.

引用

页码：1165 / 1167

页数：3

共 24 条

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