Premium
C−C Bond Formation between Fischer Carbene Complexes and Allylic Alcohols by a [3,4] Sigmatropic Rearrangement Promoted by a [1,2] M(CO) 5 Shift
Author(s) -
Barluenga José,
Rubio Eduardo,
LópezPelegrín José A.,
Tomás Miguel
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(19990419)38:8<1091::aid-anie1091>3.0.co;2-5
Subject(s) - allylic rearrangement , sigmatropic reaction , chemistry , chromium , carbene , alkoxide , adduct , medicinal chemistry , tungsten , catalysis , organic chemistry
A [1,2] M(CO) 5 shift promotes a [3,4] sigmatropic rearrangement after the addition of allylic alcohols to Fischer alkenylcarbene complexes of tungsten or chromium in the presence of alkoxide ions. This opens a new synthetic route to the adducts 1 . The reaction is also applicable to propargylic alcohols. [M]=Mo(CO) 5 , W(CO) 5 .