
Journal of Organic Chemistry p. 5349 - 5353 (1991)
Update date:2022-08-05
Topics:
Andersson, Pher G.
Baeckvall, Jan-E.
The total syntheses of marmelo oxides A and B and a terpene alcohol found in peppermint oil are described.The key steps in these syntheses are the regioselective palladium-catalyzed allylic substitution of 4 and 11 to 6a and 12, respectively, and the regioselective palladium-catalyzed cyclization of 8 and 14 to 9a, 9b, and 15, respectively.The relative stereochemistry of marmelo oxides A and B was established by NOE measurements.
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