Organic letters

Stereoselective Synthesis of 1, 3-anti Diols by an Ipc-Mediated Domino Aldol-Coupling/Reduction Sequence

M Dieckmann, D Menche

Index: Dieckmann, Michael; Menche, Dirk Organic Letters, 2013 , vol. 15, # 1 p. 228 - 231

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Citation Number: 14

Abstract

A novel domino process for 1, 3-anti diol synthesis by the union of a methyl ketone with an aldehyde is described. The operationally simple procedure is based on an Ipc-boron-aldol coupling and subsequent Ipc-mediated reduction of the intermediate β-hydroxy-ketone. The sequence proceeds with excellent anti-selectivities and enables the rapid construction of complex polyketide fragments.

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