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A Double Donor‐Activated Ruthenium(VII) Catalyst: Synthesis of Enantiomerically Pure THF‐Diols
Author(s) -
Cheng Huan,
Stark Christian B. W.
Publication year - 2010
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.200903090
Subject(s) - ruthenium , stereoselectivity , catalysis , chemistry , reactivity (psychology) , dual role , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , medicine , alternative medicine , pathology
Double, double, no toil and trouble : Enantiomerically pure tetrahydrofurans are obtained with high position‐ and stereoselectivity through a ruthenium(VII)‐catalyzed oxidative cyclization of 5,6‐dihydroxy alkenes (see scheme TPAP=tetrapropylammonium perruthenate). A dual activation modifies the reactivity and increases the carbophilicity of the transition metal so that an otherwise unusual dioxygenation with perruthenate occurs.