Catalytic asymmetric reductive Michael cyclization

被引:337
作者
Yang, JW [1 ]
Fonseca, MTH [1 ]
List, B [1 ]
机构
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
关键词
D O I
10.1021/ja055735o
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient and chemo-, regio-, diastereo-, and enantioselective organocatalytic tandem conjugate reduction-Michael cyclization of enal enones has been developed. Accordingly, treating the enal enone with a Hantzsch dihydropyridine in the presence of a catalytic amount of an imidazolidinone organocatalyst provides cyclic keto aldehydes in high yields and enantiomeric excesses. The reaction works well with aliphatic and aromatic substrates in the synthesis of five- and six-membered carbacyclic derivatives. Copyright © 2005 American Chemical Society.
引用
收藏
页码:15036 / 15037
页数:2
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ORGANIC LETTERS, 2001, 3 (08) :1129-1131