Asymmetric synthesis of (S)-bufuralol and a propafenone analogue

…, A Tafelska-Kaczmarek, A Prewysz-Kwinto…

Index: Zaidlewicz, Marek; Tafelska-Kaczmarek, Agnieszka; Prewysz-Kwinto, Andrzej; Chechlowska, Aldona Tetrahedron Asymmetry, 2003 , vol. 14, # 12 p. 1659 - 1664

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Citation Number: 21

Abstract

Asymmetric synthesis of (S)-bufuralol of 87% ee from 3-ethyl-2-hydroxybenzaldehyde, via the reduction of 2-bromo-1-(7-ethylbenzofuran-2-yl) ethanone with (−)-B- chlorodiisopinocampheylborane as the key step, followed by cyclization of the product bromohydrin to the corresponding epoxide and treatment with tert-butylamine, is described.(S)-1-(3-Phenethylbenzofuran-2-yl)-2-propylaminoethanol of 73% ee, a ...