Journal of Organic Chemistry p. 2378 - 2388 (1987)
Update date:2022-07-30
Topics:
Marshall, James A.
Andrews, Robert C.
Lebioda, Lukasz
The synthesis of (+/-)-isolobophytolide starting from diol 1, the coupling product of the geraniol-derived sulfone IX and the epoxy alkoxide X, has been achieved.Macrocyclization was accomplished via the ?-allyl palladium complex of the allylic pivalate 8.The derived carboxylic acid 11 underwent carboxy inversion to the cis lactone 32.Subsequent conversion to the synthesis.Alternative methods were developed for carboxy inversion and α-methylenation.
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