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Ruthenium‐Catalyzed Propargylic Reduction of Propargylic Alcohols with Silanes
Author(s) -
Nishibayashi Yoshiaki,
Shinoda Akira,
Miyake Yoshihiro,
Matsuzawa Hiroshi,
Sato Mitsunobu
Publication year - 2006
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.200601181
Subject(s) - triethylsilane , silanes , hydrosilylation , chemistry , moiety , catalysis , ruthenium , selectivity , hydride , medicinal chemistry , organic chemistry , silane , combinatorial chemistry , metal
Ru 2 can do it! Substitution of the OH moiety in propargylic alcohols by hydride proceeds smoothly with triethylsilane by catalysis with the thiolate‐bridged diruthenium complex 1 (see scheme; Cp*=η 5 ‐C 5 Me 5 ). This reaction gives the corresponding alkynes in good to high yields with complete selectivity, in contrast to a monoruthenium‐catalyzed hydrosilylation of propargylic alcohols with silanes.