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ChemInform Abstract: Diverse Cycloaddition Chemistry Leading to Overall Michael Addition in the Reactions of 1,1-Bis(dimethylamino)-2,2-difluoroethene with α,β-Unsaturated Aldehydes, Ketones, Esters, and Nitriles.

✍ Scribed by Y. XU; W. R. JUN. DOLBIER


Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


Diverse Cycloaddition Chemistry Leading to Overall Michael Addition in the Reactions of 1,1-Bis(dimethylamino)-2,2-difluoroethene with α,β-Unsaturated Aldehydes, Ketones, Esters, and Nitriles.

-The freshly prepared difluoro ketene aminal (I) reacts with α,β-unsaturated aldehydes or ketones via [4 + 2]cycloaddition, whereas α,β-unsaturated esters or nitriles (V) give [2 + 2]cycloadducts (VI). Mild hydrolysis of both types of adducts yields the corresponding Michael addition products. -(XU, Y.;