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Paper | Regular issue | Vol 48, No. 6, 1998, pp.1121-1138
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7898
Synthesis of 2-Alkylidene-3,3-dialkyl-1,4-dithianes and Their Oxathiane Analogues by 1,2-Sulphur Migration

M. Teresa Barros, Christopher D. Maycock,* and Lúcia S. Santos

*Instituto de Tecnologia Quimica e Biologia, Universidade Nova de Lisboa, Rua da Quinta Grande 6, 2780 Oeiras, Portugal


2-Alkylidene-3,3-dialkyl-1,4-dithianes and their oxathiane analogues were prepared from 1,2-diketones by a process involving formation of the monodithioacetal, transformation to a tertiary alcohol with organometallic reagents and ultimately 1,2-sulphur migration using methanesulphonyl chloride in pyridine as the activating agent.