Bulletin of the Chemical Society of Japan p. 2117 - 2126 (1987)
Update date:2022-07-29
Topics:
Nishihama, Tadaaki
Takahashi, Takeyoshi
Base-catalized autoxidation of a triterpene ketone, friedelin, in the presence of potassium t-butoxide gave four products, and their structures and formation mechanism were investigated.The common intermediate to these compounds was suggested to be 4-hydroperoxyfriedelan-3-one, not friedelane-2,3-dione. 3-Oxafriedel-1-ene-2-carboxylic acid was a dehydration product of the main product, 2-hydroxy-3-oxafriedelane-2-carboxylic acid.
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Doi:10.1021/ja01580a033
(1957)Doi:10.1021/jm00400a026
(1988)Doi:10.1021/op1001947
(2011)Doi:10.1016/S0040-4020(01)96092-2
(1986)Doi:10.1002/anie.200804755
(2009)Doi:10.1016/S0040-4039(00)95546-1
(1987)
