Chemically Labile Stannylene-Nitrogen Bonds. The Chemoselective and Stereoselective Synthesis of N,N-Bis(trimethylsilyl)enamines and N,N-Dialkylenamines

Article abstract of DOI:10.1021/jo00045a009

The chemoselective reaction of Sn2 with primary aldehydes leads to the stereoselective synthesis of trans-N,N-bis(trimethylsilyl)enamines.More reactive Sn(NR2)2 (R = Et, iPr, or piperidine) can be generated in situ and then treated with aldehydes or ketones to give trans enamines.