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Org Lett. 2002 Jul 11;4(14):2361-3.

Mild and chemoselective synthesis of lactones from diols using a novel metal-ligand bifunctional catalyst.

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Department of Synthetic Organic Chemistry, Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai, Miyagi 981-8558, Japan.


[reaction: see text] 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[OCH(2)C(C(6)H(5))(2)NH(2)] is isolated and characterized by a single-crystal X-ray analysis.

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