DIVERSE CYCLOADDITION CHEMISTRY LEADING TO OVERALL MICHAEL ADDITION IN THE REACTIONS OF 1,1-BIS(DIMETHYLAMINO)-2,2-DIFLUOROETHENE WITH ALPHA,BETA-UNSATURATED ALDEHYDES, KETONES, ESTERS, AND NITRILES

Authors
XU YL DOLBIER WR
Citation
Yl. Xu et Wr. Dolbier, DIVERSE CYCLOADDITION CHEMISTRY LEADING TO OVERALL MICHAEL ADDITION IN THE REACTIONS OF 1,1-BIS(DIMETHYLAMINO)-2,2-DIFLUOROETHENE WITH ALPHA,BETA-UNSATURATED ALDEHYDES, KETONES, ESTERS, AND NITRILES, Journal of organic chemistry, 62(19), 1997, pp. 6503-6506
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
62
Issue
19
Year of publication
1997
Pages
6503 - 6506
Database
ISI
SICI code
0022-3263(1997)62:19<6503:DCCLTO>2.0.ZU;2-#
Abstract
Difluoro ketene aminal 1 undergoes [2 + 4] cycloadditions with alpha,b eta-unsaturated aldehydes and ketones and [2 + 2] cycloadditions with alpha,beta-unsaturated esters and nitriles. Both types of adducts can be readily converted, by mild hydrolysis, to the respective Michael ad dition products.