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Lewis acid promoted aldol additions of α-thiosilylketeneacetals to α-alkoxy aldehydes: diastereoselective synthesis of syn-α-methylene-β-hydroxy-?-alkoxy esters.
Authors:Anna Bernardi  Silvia Cardani  Cesare Gennari  Giovanni Poli  Carlo Scolastico
Institution:Dipartimento di Chimica Organica e Industriales, Università di Milano, Centro C.N.R. di Studio per le Sostanze Organiche e Naturali. Via Venezian 21, 20133 Milano, Italy.
Abstract:MgBr2 mediated addition of Methyl α-methylthio propionate silylketene acetal to α and α,β-alkoxy aldehydes is highly 3,4 syn-selective (18:1). syn-α- methylene-β- hydroxy-?-alkoxy esters (6) and (8) are synthesized.
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