Tetrahedron: Asymmetry

Synthesis of new chiral hydroxy oxazolines and their use in the catalytic asymmetric phenyl transfer to aldehydes

C Bolm, F Schmidt, L Zani

Index: Bolm, Carsten; Schmidt, Frank; Zani, Lorenzo Tetrahedron Asymmetry, 2005 , vol. 16, # 7 p. 1367 - 1376

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Citation Number: 43

Abstract

Starting either from benzoylformic acid or ethyl oxamate and enantiopure β-amino alcohols, several chiral α-hydroxy oxazolines have been prepared by short synthetic routes. Subsequently, they have been employed in the catalytic asymmetric phenyl transfer to various aldehydes, using a mixture of triphenylborane and diethylzinc as the phenyl source. The corresponding secondary alcohols were obtained with good enantioselectivities (up ...