Mild and Chemoselective Synthesis of Lactones from Diols Using a Novel Metal−Ligand Bifunctional Catalyst

A novel amino alcohol-based Ir bifunctional complex acts as an efficient catalyst for oxidative lactonization of 1,4- or 1,5-diols with a substrate-to-catalyst molar ratio of 200−1000 in acetone or butanone. The reaction proceeds with broad functional group tolerance to give lactone in high yield at...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 4; no. 14; pp. 2361 - 2363
Main Authors Suzuki, Takeyuki, Morita, Kenji, Tsuchida, Mika, Hiroi, Kunio
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 11.07.2002
Amer Chemical Soc
Subjects
Catalysis
Chemistry
Chemistry, Organic
Crystallography, X-Ray
Indicators and Reagents
Iridium - chemistry
Ketones
Lactones - chemical synthesis
Ligands
Magnetic Resonance Spectroscopy
Metals
Models, Molecular
Oxidation-Reduction
Physical Sciences
Science & Technology
SECONDARY ALCOHOLS
ASYMMETRIC TRANSFER HYDROGENATION
DEHYDROGENATION
AROMATIC KETONES
KINETIC RESOLUTION
RUTHENIUM COMPLEXES
CARBONYL-COMPOUNDS
TETRAPROPYLAMMONIUM PERRUTHENATE
MOLECULAR-OXYGEN
CHIRAL RHODIUM
Online AccessGet full text

Cover

More Information
Summary:A novel amino alcohol-based Ir bifunctional complex acts as an efficient catalyst for oxidative lactonization of 1,4- or 1,5-diols with a substrate-to-catalyst molar ratio of 200−1000 in acetone or butanone. The reaction proceeds with broad functional group tolerance to give lactone in high yield at room temperature. The catalyst precursor Cp*IrCl[OCH2C(C6H5)2NH2] is isolated and characterized by a single-crystal X-ray analysis.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026091h