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Phosphine-catalyzed enantioselective synthesis of oxygen heterocycles.

ABSTRACT: Chiral phosphepine 1 catalyzes the transformation of an array of hydroxy-2-alkynoates into saturated oxygen heterocycles with good enantioselectivity. Phenols are also shown to participate in such phosphine-catalyzed cyclizations, including an asymmetric variant. This method provides a new approach to the enantioselective synthesis of tetrahydrofurans, tetrahydropyrans, and dihydrobenzopyrans.

SUBMITTER: Chung YK 

PROVIDER: S-EPMC2747790 | biostudies-literature | 2009

REPOSITORIES: biostudies-literature

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Phosphine-catalyzed enantioselective synthesis of oxygen heterocycles.

Chung Ying Kit YK   Fu Gregory C GC  

Angewandte Chemie (International ed. in English) 20090101 12

Chiral phosphepine 1 catalyzes the transformation of an array of hydroxy-2-alkynoates into saturated oxygen heterocycles with good enantioselectivity. Phenols are also shown to participate in such phosphine-catalyzed cyclizations, including an asymmetric variant. This method provides a new approach to the enantioselective synthesis of tetrahydrofurans, tetrahydropyrans, and dihydrobenzopyrans. ...[more]

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