Sequential reactions of trimethylstannyl anions with vinyl chlorides and dichlorides by the SRN1 mechanism followed by palladium-catalyzed cross-coupling …
EF Córsico, RA Rossi
Index: Corsico, Eduardo F.; Rossi, Roberto A. Journal of Organic Chemistry, 2004 , vol. 69, # 19 p. 6427 - 6432
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Citation Number: 14
Abstract
The reactions of trimethylstannyl ions (Me3Sn-) with vinyl chlorides in liquid ammonia give good yields of vinylstannanes. Some of them react in the dark, and others need light stimulation to react. The fact that these reactions are inhibited by radical and radical anion traps shows that they occur by the SRN1 mechanism. When the reaction takes place with 1, 1-dichloro-1-alkenes, monosubstitution reduced products are formed in an E/Z mixture. ...
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