(+)-Norcamphor-derived hydroperoxide has been employed in the asymmetric epoxidation of electron poor alkenes such as trans-chalcones and naphthoquinones. Optimization of the reaction conditions required the employment of n-BuLi/THF at -20degreesC to achieve ees up to 58%. The epoxide of vitamin K-3 has now been obtained with the best up to now reported value of enantioselectivity (51% ee).
Enantioselective epoxidation of chalcones and naphtoquinones by (+)norcamphor-derived hydroperoxide
LATTANZI, Alessandra;SCETTRI, Arrigo
2004
Abstract
(+)-Norcamphor-derived hydroperoxide has been employed in the asymmetric epoxidation of electron poor alkenes such as trans-chalcones and naphthoquinones. Optimization of the reaction conditions required the employment of n-BuLi/THF at -20degreesC to achieve ees up to 58%. The epoxide of vitamin K-3 has now been obtained with the best up to now reported value of enantioselectivity (51% ee).File in questo prodotto:
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