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Siloxyalkyne–Alkene Metathesis: Rapid Access to Highly Functionalized Enones
Author(s) -
Schramm Michael P.,
Reddy D. Srinivasa,
Kozmin Sergey A.
Publication year - 2001
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(20011119)40:22<4274::aid-anie4274>3.0.co;2-#
Subject(s) - alkene , metathesis , chemistry , combinatorial chemistry , organic chemistry , catalysis , polymerization , polymer
Mechanistically intriguing participation of siloxyalkynes occurs in the intramolecular Ru‐catalyzed metathesis with terminal alkenes (see scheme; Ms=methanesulfonyl). Combined with efficient protodesilylation, this process resulted in the development of a new method for the synthesis of highly functionalized enones starting from readily accessible acyclic precursors. Heterocyclic and polycyclic compounds were prepared efficiently, which illustrates the generality of this novel method.