A-Amino-substituted carbanions

The electrophilic reaction of magnesium carbenoids with Af-lithio aryiamines was found to give non-stabiUzed a-amino-substituted carbanions (equation 17). Treatment of magnesium carbenoid 38 with 3.5 eq of Af-lithio Af-methylaniline at —70 °C followed... 

Reactions of a-amino-substituted carbanion 61 with several electrophiles were investigated and, for instance, ethyl chloroformate was found to give the a-amino acid derivative 63 in 73% yield. This reaction represents a very interesting and unprecedented one-pot synthesis of a-amino acid derivative from 1-chloroalkyl aryl sulfoxide (see Table 2). 

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