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Development of a Co‐Mediated Rearrangement Reaction
Author(s) -
Carbery David R.,
Reignier Serge,
Myatt James W.,
Miller Neil D.,
Harrity Joseph P. A.
Publication year - 2002
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 - 10.1002/1521-3773(20020715)41:14<2584::aid-anie2584>3.0.co;2-i
Subject(s) - carbocation , scope (computer science) , stereoselectivity , chemistry , philosophy , stereochemistry , computer science , medicinal chemistry , organic chemistry , programming language , catalysis
Simultaneous generation of an enolate and Nicholas carbocation unit ( 2 ) occurs on treatment of enol ether–cobalt complexes 1 with Lewis acids (X). Subsequent cyclization provides α ‐functionalized β ‐alkynyl cycloalkanones 3 in a regiospecific fashion. The scope of this rearrangement process is discussed, as is the stereoselectivity of α ‐alkyl incorporation.