Reaction of 3-Methylenecholest-5-ene With Singlet Oxygen: Peroxyl Radical Cyclization Competitive With Allylic Rearrangement
Keyword(s):
3-Methylenecholest-5-ene reacts with singlet oxygen to give 5α-hydroperoxy-3-methylenecholest-6-ene which, in turn, rearranges rapidly to 3β-hydroperoxy-5α,3α-( epidioxymethano )cholest-6-ene by free-radical cyclization , and 7α-hydroperoxy-3-methylenecholest-5-ene by allylic rearrangement.
Gelsemine Support Studies: Observation of an Unusual Free Radical Cyclization-Fragmentation Sequence
1995 ◽
Vol 42
(6)
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pp. 873-875
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1998 ◽
Vol 63
(20)
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pp. 6814-6819
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1993 ◽
Vol 1993
(2)
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pp. 203-205
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