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Synthesis of Natural Products and Related Compounds using Enyne Metathesis
Author(s) -
Mori Miwako
Publication year - 2007
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200600484
Subject(s) - enyne metathesis , enyne , acyclic diene metathesis , metathesis , chemistry , grubbs' catalyst , alkene , moiety , alkyne , ruthenium , ring opening metathesis polymerisation , carbene , salt metathesis reaction , diene , combinatorial chemistry , organic chemistry , catalysis , polymerization , natural rubber , polymer
Since the molybdenum and ruthenium carbene complexes 1a and 1b were discovered by Schrock and Grubbs in 1990 and 1992, synthetic organic chemistry has progressed with the use of these complexes as the catalyst for olefin metathesis. It was found that the ruthenium carbene complex was also effective for enyne metathesis, which occurs between an alkene and an alkyne. Intramolecular enyne metathesis gives various cyclic compounds having a 1,3‐diene moiety and cross‐metathesis of an alkene with an alkyne is a useful method for the synthesis of a compound having a diene moiety. Furthermore, dienyne metathesis, ROM of cycloalkenynes or tandem reactions of enyne metathesis have been developed. Using these various enyne metatheses, complicated natural products have been synthesized via novel routes. The syntheses of natural products and related compounds using enyne metathesis are described.