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...

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Veröffentlicht in:Organic letters 2002-07, Vol.4 (14), p.2361-2363
Hauptverfasser: Suzuki, Takeyuki, Morita, Kenji, Tsuchida, Mika, Hiroi, Kunio
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Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026091h