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(Pentamethylcyclopentadienyl)Iridium Dichloride Dimer {[IrCp*Cl 2 ] 2 }: A Novel Efficient Catalyst for the Cycloisomerizations of Homopropargylic Diols and N‐Tethered Enynes
Author(s) -
Benedetti Erica,
Simonneau Antoine,
Hours Alexandra,
Amouri Hani,
Pei Andrea,
Palmisano Giovanni,
Malacria Max,
Goddard JeanPhilippe,
Fensterbank Louis
Publication year - 2011
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.201100124
Subject(s) - cycloisomerization , iridium , chemistry , catalysis , dimer , combinatorial chemistry , medicinal chemistry , organic chemistry
(Pentamethylcyclopentadienyl)iridium dichloride dimer {[IrCp*Cl 2 ] 2 }‐catalyzed hydroalkoxylation of bis‐homopropargylic alcohols provides an efficient access to dioxabicyclo[2.2.1]ketals. The cycloisomerizations proceed under mild conditions, with low catalytic loadings and short reaction times. This new protocol involving an Ir(III) catalyst also promoted the cycloisomerization of nitrogen‐tethered 1,6‐enynes to give azabicyclo[4.1.0]heptenes, enhancing the synthetic potential of our method.