Chemically labile stannylene-nitrogen bonds. The chemoselective and stereoselective synthesis of N, N-bis (trimethylsilyl) enamines and N, N-dialkylenamines

C Burnell-Curty, EJ Roskamp

Index: Burnell-Curty, Cynthia; Roskamp, Eric J. Journal of Organic Chemistry, 1992 , vol. 57, # 19 p. 5063 - 5064

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Citation Number: 11

Abstract

Summary: The chemoselective reaction of Sn [N (TMS),], with primary aldehydes leads to the stereoselective syn-thesis of trans-NJV-bis (trimethylsily1) enamines. More reactive Sn (NR. &,(R= Et, iPr, or piperidine) can be generated in situ and then treated with aldehydes or ketones to give trans enamines.