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Dimethyl Phosphite Mediated Hydrogen Atom Abstraction: A Tin‐Free Procedure for the Preparation of Cyclopentane Derivatives
Author(s) -
Beaufils Florent,
Dénès Fabrice,
Renaud Philippe
Publication year - 2005
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.200501309
Subject(s) - cyclopentane , hydrogen atom abstraction , tin , radical , chemistry , abstraction , combinatorial chemistry , organic chemistry , philosophy , epistemology
A radical transformation! An efficient radical cascade reaction leads to functionalized five‐membered rings. Alkenyl radicals are generated from readily available terminal alkynes and a dialkyl phosphite. This tin‐free procedure can be run under one‐pot conditions (no slow addition), is high yielding, and can be applied to the assembly of fused bicyclic compounds (see scheme).