Tetrahedron Letters

Indium-mediated allylation of gem-diacetates to homoallylic acetates in aqueous media

JS Yadav, BVS Reddy, GSKK Reddy

Index: Yadav; Subba Reddy; Kiran Kumar Reddy Tetrahedron Letters, 2000 , vol. 41, # 15 p. 2695 - 2697

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Citation Number: 64

Abstract

Geminal-diacetates are ambident substrates containing two types of reactive carbon centres, the carbon atom of a protected aldehyde function and the carbonyl group in the ester moieties. In general, carbon nucleophiles will predominantly attack the former centre and displace one of the acyloxy groups affording substitution products in good yields. 1 Although, gem-diacetates are readily available from the corresponding aldehydes, these compounds have received ...