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Reactions of epoxides part XVI. The boron trifluoride catalysed rearrangement of 3α-acetoxy-5,6α-epoxy-5α-cholestane.

✍ Scribed by J.M. Coxon; M.P. Hartshorn; C.N. Muir; K.E. Richards

Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
266 KB
Volume
8
Category
Article
ISSN
0040-4039

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✦ Synopsis

The greater yield (61%) of the 6-ketone (2a) from 3a-acetoxy-5,6a-epoxy-5a-cholestane (la) compared with the yield (34%) of B-ketone (2b) from the corresponding 3-deoxy compound has been ascribed' to the energetically favourable conformational change, involving the 3-acetoxy group, in the formation of the A, B-

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