Westphalen rearrangement. Mechanism of formation of 5α-acetoxy derivatives
- 1 January 1979
- journal article
- Published by Institute of Organic Chemistry & Biochemistry in Collection of Czechoslovak Chemical Communications
- Vol. 44 (1) , 234-245
- https://doi.org/10.1135/cccc19790234
Abstract
5α-Acetoxy derivatives formed as by-products in the course of Westphalen rearrangement of [5-18O]-5-hydroxy-5α-cholestanes Ia and Ib are shown to preserve their 18O content. This fact rules out previously proposed neighboring group participation of the 6β-substituent involving a 5β,6β-„onium" intermediate (F).Keywords
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