Tetrahedron

Cis-homo addition-1, 4 thiophile d'organomagnesiens avec des composes thiocarbonyles comportant un groupe carbonyle en β: Synthese stereoselective d'alcoylthio …

J Masson, P Metzner, J Vialle

Index: Masson,J. et al. Tetrahedron, 1977 , vol. 33, p. 3089 - 3095

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Citation Number: 15

Abstract

Aliphatic Grignard reagents react stereoselectively with β thioxo carbonyl compounds to give substituted cis 2-alkylthio or 2, 2-bis (alkylthio) cyclopropanols with good yields. Two types of non-enethiolisable thiocarbonyl compounds of formulae MeCOC (Me) 2CSR undergo this reaction a thioketone (R= Me) and a number of dithioesters (R= SMe, SEt, S iso Pr). The cis configuration of cyclopropanols has been assigned by 1H NMR-Eu (fod) 3. The ...