Mechanistic Study of the Mitsunobu Reaction
The Journal of Organic Chemistry2002Vol. 67(6), pp. 1751–1753
Citations Over TimeTop 10% of 2002 papers
Abstract
The Mitsunobu reaction occurs typically with inversion of configuration in secondary alcohol derivatives. In this paper, a mechanistic explanation for lactonizations of hindered alcohols under Mitsunobu conditions with retention is proposed. This involves the intermediacy of an acyloxyphosphonium salt followed by acyl transfer to the alcohol.
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