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Iridium(I)‐Catalyzed Coupling of ( Z )‐2‐En‐4‐yn‐1‐ols with Activated Alkynes: A New Synthetic Route to 7‐Oxanorbornadienes
Author(s) -
DíazÁlvarez Alba E.,
Crochet Pascale,
Cadierno Victorio
Publication year - 2010
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.201000408
Subject(s) - cycloisomerization , chemistry , iridium , catalysis , atom economy , dimer , bicyclic molecule , medicinal chemistry , combinatorial chemistry , organic chemistry
Taking advantage of the ability shown by the iridium(I) dimer [{Ir(μ‐Cl)(COD)} 2 ] to promote the cycloisomerization of ( Z )‐enynols into furans, an unprecedented synthetic route to 7‐oxanorbornadienes has been developed just by performing the catalytic reactions in the presence of activated alkynes. The process, which proceeds under solvent‐free conditions, furnishes the bicyclic alkenes in good yields with complete atom‐economy.