Highly stereoselective intermolecular oxy-Michael addition reaction to α,β-unsaturated malonate esters

被引:32
作者
Buchanan, DJ [1 ]
Dixon, DJ [1 ]
Hernandez-Juan, FA [1 ]
机构
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1021/ol049820x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The highly diastereoselective oxy-Michael addition of the "naked" anion of (6S)-methyl delta lactol to alkylidiene-, arylidene-, and heteroarylidenemalonate derivatives leading to the direct formation of THP*-protected beta-hydroxy ester derivatives is described. Subsequent acid-mediated deprotection affords the enantioenriched aldol products in quantitative yields.
引用
收藏
页码:1357 / 1360
页数:4
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