Asymmetry in the boronic acid Mannich reaction: Diastereocontrolled addition to chiral iminium species derived from aldehydes and (S)-5-phenylmorpholin-2-one

被引:47
作者
Harwood, LM
Currie, GS
Drew, MGB
Luke, RWA
机构
[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND
[2] ZENECA PHARMACEUT,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND
关键词
D O I
10.1039/cc9960001953
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(S)-5-Phenylmorpholin-2-one dagger and a range of aliphatic aldehydes form chiral iminium. intermediates which undergo diastereoselective Mannich reactions with 2-furylboronic acid, Single crystal X-ray analysis of methylated derivative 4 derived from. major adduct 2g confirms the stereochemical course of the reaction.
引用
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页码:1953 / 1954
页数:2
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