Journal of Organic Chemistry p. 5045 - 5047 (1981)
Update date:2022-08-03
Topics:
Roush, William R.
D'Ambra, Thomas E.
A synthesis of lactone 4, which corresponds to the bicyclicx nucleus of verrucarol (1), is described.The key step of this synthesis are the BF3*Et2O catalyzed Diels-Alder reaction of 7 with methyl acrylate and the oxidative conversion of cycloadduct 8 into epoxy alcohols 10a and 10b.A trimethylsilyl group plays a crucial role in both of these transformations.
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