Journal of the American Chemical Society p. 3577 - 3583 (1980)
Update date:2022-07-29
Topics:
Wilson, Stephen R.
Georgiadis, Gregory M.
Khatri, Hiralal N.
Bartmess, John E.
The reaction of 1,3-dithiolanes with n-butyllithium results in fragmentation to the corresponding thiocarbonyl compound followed by furhter reaction with n-butyllithium.All four types of thiocarbonyl reactions are observed: reduction, S-addition, C-addition, double addition.Synthetic applications of this reaction for the synthesis of secondary mercaptans and 1,2-carbonyl transposition (23 -> 24a-c) are described.
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