Chemoselective Protection of Aldehydes as Dithioacetals in Lithium Perchlorate-Diethyl Ether Medium. Evidence for the Formation of Oxocarbenium Ion Intermediate …

V Geetha Saraswathy…

文献索引：Saraswathy, V. Geetha; Sankararaman, S. Journal of Organic Chemistry, 1994 , vol. 59, # 16 p. 4665 - 4670

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被引用次数: 94

摘要

Aldehydes and acetals were very efficiently converted to acyclic and cyclic dithioacetals in 5 M lithium perchlorate/diethyl ether (LPDE) medium at ambient temperature in high yields. Spectroscopic and other experimental evidences strongly suggest the formation of oxocarbenium ion intermediates from acetals in 5 M LPDE which subsequently reacted with thiols to give the dithioacetals. Under the same conditions ketones and their acetals also ...