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Convergent Synthesis of Silylated Allylic Alcohols by a Stereoselective Domino, Sequential Radical‐Coupling Reaction
Author(s) -
Yamago Shigeru,
Miyoshi Masaki,
Miyazoe Hiroshi,
Yoshida Junichi
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(20020415)41:8<1407::aid-anie1407>3.0.co;2-z
Subject(s) - stereoselectivity , allylic rearrangement , chemistry , domino , radical , silylation , coupling reaction , convergent synthesis , cascade reaction , coupling (piping) , combinatorial chemistry , organic chemistry , catalysis , materials science , metallurgy
The domino, sequential coupling reaction provides a convergent and stereoselective synthetic route for allylic alcohols from carbonyl compounds, alkynes, and alkenes (see scheme). The reaction involves sequential radical coupling reactions initiated by the α ‐siloxy radicals, which are generated from carbonyl compounds and silyl tellurides.