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Phosphine‐Catalyzed Enantioselective Synthesis of Oxygen Heterocycles
Author(s) -
Chung Ying Kit,
Fu Gregory C.
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200805377
Subject(s) - enantioselective synthesis , phosphine , catalysis , chemistry , phenols , molecular oxygen , transformation (genetics) , combinatorial chemistry , organic chemistry , stereochemistry , biochemistry , gene
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.