An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniine

Abstract

An Efficient method for the syntheses of N-tert-butanesulfinyl aldimines in water was developed using Amberlyst-15 as catalyst. Subsequently, chiral homoallylic amines were synthesized in one pot from aldehydes by combining with In-promoted allylation in aqueous media. The total syntheses of (+)-Crispine A and (−)-Coniine were conducted to demonstrate the utility of this one-pot approach. Keywords: N-tert-Butanesulfinyl aldimines, Chiral homoallylic amines, Aqueous reaction, (+)-Crispine A, (−)-Coniine