Scope and limitations of optical pure hydantoins as chiral auxiliaries in asymmetric Mannich reactions

Abstract

The Mannich reaction of various 5-substituted and N-acyl substituted chiral hydantoins with a series of aldimines smoothly occurred with full stereochemical control. These Mannich adducts have been cleaved by alcoholysis to afford several synthetically useful chiral building blocks like β-amino esters and β-lactams in good yields and in enantiopure form.

Keywords

Scope / Limitation / Hydantoin / Chiral auxiliary / Mannich reaction

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