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Ruthenium‐Catalyzed Enyne Metathesis of Acetylenic Boronates: A Concise Route for the Construction of Cyclic 1,3‐Dienylboronic Esters
Author(s) -
Renaud Johanne,
Graf ClausDieter,
Oberer Lukas
Publication year - 2000
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(20000901)39:17<3101::aid-anie3101>3.0.co;2-i
Subject(s) - enyne metathesis , moiety , chemistry , ruthenium , metathesis , stereoselectivity , enyne , cycloaddition , catalysis , organic chemistry , combinatorial chemistry , polymerization , polymer
The operationally simple and highly efficient metathesis of enynes bearing an acetylenic dioxaborolane moiety provides straightforward access to carbocyclic and heterocyclic 1,3‐dienyl‐2‐boronates [Eq. (1)]. Dienes of this class readily undergo Diels–Alder cycloaddition reactions with high regio‐ and stereoselectivity.