Tetrahedron p. 3991 - 3994 (1983)
Update date:2022-08-30
Topics:
Ravindranath, B.
Srinivas, P.
The title reaction yielded trans-carvyl chloride 2 and pinol 3.The formation of pinol and the specific rotation of the carvyl chloride are affected by the presence of acid.The implications of these findings on the understanding of the course of he reaction are discussed.Use of an acid scavenger is recommended in application of the PPh3-CCl4 reagent for acid sensitive compounds.A bimolecular, concerted group transfer mechanism (Scheme 2) is suggested for the decomposition of the intermediate alkoxytriphenylphosphonium halide 7.
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