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Novel and Efficient Isomerization of Allylic Alcohols Promoted by a Tetrapropylammonium Perruthenate Catalyst
Author(s) -
Markó István E.,
Gautier Arnaud,
Tsukazaki Masao,
Llobet Antoni,
PlantalechMir Elena,
Urch Christopher J.,
Brown Stephen M.
Publication year - 1999
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/(sici)1521-3773(19990712)38:13/14<1960::aid-anie1960>3.0.co;2-4
Subject(s) - isomerization , allylic rearrangement , ruthenium , catalysis , chemistry , alkyl , aryl , photochemistry , medicinal chemistry , organic chemistry
In the absence of an oxidant , tetrapropylammonium perruthenate (TPAP) is reduced by 2‐undecanol to a low‐valent ruthenium species that efficiently catalyzes the isomerization of a wide range of allylic alcohols into the corresponding saturated carbonyl derivatives [Eq. (1)]. R 1 , R 2 , R 3 , R 4 =alkyl, aryl, H.