Premium
Nickel‐Catalyzed Cycloaddition of α,β,γ,δ‐Unsaturated Ketones with Alkynes
Author(s) -
Horie Hiroaki,
Kurahashi Takuya,
Matsubara Seijiro
Publication year - 2011
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.201104286
Subject(s) - stereoselectivity , nickel , cycloaddition , intramolecular force , chemistry , catalysis , bicyclic molecule , medicinal chemistry , organic chemistry
As easy as α, β, γ, δ : The title reaction unexpectedly resulted in the stereoselective synthesis of bicyclo[3.1.0]hexenes (see scheme). The high level of stereoselection is attributed to a mechanistic pathway involving the oxidative cyclization of nickel(0) with α,β,γ,δ‐unsaturated ketones and alkynes, and the subsequent intramolecular carbonickelation.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom