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Published March 9, 2009 | Supplemental Material + Accepted Version
Journal Article Open

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.

Additional Information

© 2009 WILEY‐VCH. Received: November 3, 2008. Published online: February 11, 2009. We thank Prof. Qi‐Lin Zhou, Kodak, and Degussa for generous gifts of catalysts and catalyst precursors. Support has been provided by the National Institutes of Health (National Institute of General Medical Sciences, grant R01‐GM57034), the Croucher Foundation (postdoctoral fellowship for Y.K.C.), Merck Research Laboratories, and Novartis.

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Accepted Version - nihms-102361.pdf

Supplemental Material - anie_200805377_sm_miscellaneous_information.pdf

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Created:
August 20, 2023
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October 20, 2023