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Phosphine-Catalyzed Enantioselective Synthesis of Oxygen Heterocycles

Chung, Ying Kit and Fu, Gregory C. (2009) Phosphine-Catalyzed Enantioselective Synthesis of Oxygen Heterocycles. Angewandte Chemie International Edition, 48 (12). pp. 2225-2227. ISSN 1433-7851. PMCID PMC2747790. doi:10.1002/anie.200805377.

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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.

Item Type:Article
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URLURL TypeDescription CentralArticle
Fu, Gregory C.0000-0002-0927-680X
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.
Funding AgencyGrant Number
Croucher FoundationUNSPECIFIED
Merck Research LaboratoriesUNSPECIFIED
Subject Keywords:asymmetric catalysis · cyclization · isomerization · oxygen heterocycles · phosphanes
Issue or Number:12
PubMed Central ID:PMC2747790
Record Number:CaltechAUTHORS:20200626-123754806
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Official Citation:Chung, Y. and Fu, G. (2009), Phosphine‐Catalyzed Enantioselective Synthesis of Oxygen Heterocycles. Angewandte Chemie International Edition, 48: 2225-2227. doi:10.1002/anie.200805377
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:104088
Deposited By: George Porter
Deposited On:26 Jun 2020 20:54
Last Modified:16 Nov 2021 18:28

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