Abstract

N-Glyoxyloyl-( 2R)-bornane-10,2-sultam ( 1a ) and (1 R)-8-phenylmenthyl glyoxylate ( 1b ) react stereoselectively with simple nitroalkanes giving diastereomeric nitroalcohols with high asymmetric induction. The glyoximide 1a is proved to be a highly efficient chiral inducer, superior to glyoxylate 1b . In all cases, the absolute configuration (2 S) and relative configuration, syn for the major diastereoisomers, were confirmed.

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