Tetrahedron Letters

Four component synthesis of (Z)-4-alkoxy-1, 3-dimethylalk-2-enyl methyl sulfones: on the intermediacy of sultines (3, 6-dihydro-1, 2-oxathiin-2-oxides) arising from …

S Megevand, J Moore, K Schenk, P Vogel

Index: Megevand, Sophie; Moore, Jonathan; Schenk, Kurt; Vogel, Pierre Tetrahedron Letters, 2001 , vol. 42, # 4 p. 673 - 675

Full Text: HTML

Citation Number: 9

Abstract

The reactions of (E, E)-1-benzyloxy-2-methylpenta-1, 3-diene (9) with 3, 3-dimethyl-2- (trimethylsilyloxy) butene and (Z)-3-(trimethylsilyloxy) pent-2-ene in SO2 and a Lewis acid give silyl sulfinates that are quenched with MeI to generate the corresponding (Z)-4- benzyloxy-1, 3-dimethylalk-2-enyl methyl sulfones with unlike relative configuration at C-1 and C-4 (by X-ray diffraction studies), in support of processes involving the intermediacy of ...