DIELS-ALDER CYCLOADDITION REACTIONS OF ENAMINOTHIONES WITH NITROALKENES

被引：23

作者：

BARUAH, PD ^{[1
]}

MUKHERJEE, S ^{[1
]}

MAHAJAN, MP ^{[1
]}

机构：

[1] NE HILL UNIV,DEPT CHEM,SHILLONG 793003,MEGHALAYA,INDIA

来源：

TETRAHEDRON | 1990年 / 46卷 / 06期

关键词：

D O I：

10.1016/S0040-4020(01)89763-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diels-Alder cycloaddition reactions of enaminothiones (1) with nitroalkenes (2) result in very good yields (78-90%) of (2R,3S,4R)-6-aryl-2-aryl/furyl-3,4-dihydro-4-dimethylamino-3-nitro-2H-thiopyrans (3) as exclusive stereoisomers. The reactions of 3-N-arylamino-1-phenylpropene-1-thiones (5) with 2leading to stereospecific formation of (2R,3S,4S)-2-aryl-4-arylamino-3-nitro-6-phenyl-3,4-dihydro-2H-thiopyrans (6) and their conversions to thermodynamically more stable (2R,3S,4R)-2-aryl-4-arylamino-3-nitro-6-phenyl-3, 4-dihydro-2H-thiopyrans (7) is also reported. © 1990.

引用

页码：1951 / 1962

页数：12