First asymmetric synthesis of 3-alkoxycarbonyl-2-amino-4-aryl-4H-naphtho[1,2-b]pyrans

被引:19
|
作者
Martin, N
MartinezGrau, A
Seoane, C
Marco, JL
Albert, A
Cano, FH
机构
[1] CSIC,INST QUIM ORGAN GEN,E-28006 MADRID,SPAIN
[2] CSIC,INST QUIM FIS ROCASOLANO,DEPT CRISTALOG,E-28006 MADRID,SPAIN
关键词
D O I
10.1002/jhet.5570330105
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first asymmetric synthesis of 3-alkoxycarbonyl-2-amino-4-aryl-4H-naphthol[1,2-b]pyrans, by Michael addition of 1-naphthol to chirally modified arylidenecyanoacetates 6 and 7, is described. Good yields and low diastereomeric excesses have been obtained in the 1,4-conjugate additions. The absolute stereochemistry at C-4 in major isomers of pyrans 8 and 9 has been assigned as S by X-ray analysis of major pyran 8.
引用
收藏
页码:27 / 31
页数:5
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