An unusual rearrangement in hypobromous acid addition to 10β-vinyl cholestane derivatives
1981 ◽
Vol 46
(11)
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pp. 2892-2897
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Keyword(s):
On treatment with hypobromous acid, 19-nor-10β-vinyl-5α-cholestan-5-ol (VIIa) rearranges to the spirocyclic ketone X. The rearrangement is postulated to proceed via the intermediate (19R)-bromonium ion VIIIa. The same reaction was observed with the methyl ether VIIb. The mechanism of the rearrangement was elucidated by 18O-labeling and product analysis.
1983 ◽
Vol 48
(12)
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pp. 3660-3673
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1983 ◽
Vol 48
(12)
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pp. 3618-3628
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1980 ◽
Vol 45
(11)
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pp. 3023-3029
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1982 ◽
Vol 47
(11)
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pp. 3062-3076
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1987 ◽
pp. 1969-1974
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1981 ◽
Vol 22
(28)
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pp. 2699-2702
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Keyword(s):
Keyword(s):
1980 ◽
Vol 45
(3)
◽
pp. 921-926
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Keyword(s):
1983 ◽
Vol 48
(12)
◽
pp. 3643-3659
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