Tetrahedron Letters

Conversion of α, β-unsaturated ketones into α-hydroxy ketones using an Mn III catalyst, phenylsilane and dioxygen: acceleration of conjugate hydride reduction by …

P Magnus, AH Payne, MJ Waring, DA Scott, V Lynch

Index: Magnus; Payne; Waring; Scott; Lynch Tetrahedron Letters, 2000 , vol. 41, # 50 p. 9725 - 9730

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Citation Number: 58

Abstract

Recently, we required a reaction that was capable of converting an α,β-unsaturated ester into an α-hydroxy ester, preferably in a single step. 1 In 1990 Isayama and Mukaiyama et al. reported a single step method for accomplishing the above. 2 They treated a number of simple α,β-unsaturated esters with a catalytic amount of bis(dipivaloylmethanato) manganese(II) [abbreviated to Mn(dpm) 2 ]/PhSiH 3 /O 2 in isopropyl alcohol at 0°C, and obtained (after work-up with ...