Bulletin of the Chemical Society of Japan p. 1818 - 1820 (1988)
Update date:2022-08-10
Topics:
Takata, Toshizaku
Endo, Takeshi
Tetraalkyl orthocarbonates 1 were demonstrated to serve as potent cyclodehydrating agents for 2-mercaptoalkanols 2 to give the corresponding thiirans in good yields in acid-catalyzed reactions in aprotic solvents.Effect of catalysts, solvents, and alkyl substituents of 1 were examined.Activity of the acid catalysts depended on their acidity (pKa), and the strong Lewis acid BF3*OEt2 also had high catalytic activity.Effects of solvents and alkyl substituents of 1 were little observed.
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