N-sulfenimines

While organometallic reagents condense with N-substituted imines (Schiff bases) to afford, after hydrolysis, good yields of substituted amines, the reaction with N-unsubstituted imines (203) derived from ammonia (which are easily hydrolyzed and self condense) is not synthetically useful. As a result, the use of masked imines containing labile silicon- or sulfur-Hiitrogen bonds, such as N-trimethylsilyl-imines (204) or N-sulfenimines (205), has been explored. 

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