Highly efficient synthesis of medium-sized lactones via oxidative lactonization: concise total synthesis of isolaurepan

Makoto Ebine; Yuto Suga; Haruhiko Fuwa; Makoto Sasaki

doi:10.1039/B919673K

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Organic & Biomolecular Chemistry

Issue 1, 2010

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Highly efficient synthesis of medium-sized lactones via oxidative lactonization: concise total synthesis of isolaurepan

Makoto Ebine , Yuto Suga , Haruhiko Fuwa and Makoto Sasaki

Org. Biomol. Chem., 2010, 8, 39-42

DOI: 10.1039/B919673K
Received 07 Jul 2009, Accepted 13 Oct 2009
First published on the web 26 Oct 2009

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A catalytic amount of TEMPO in the presence of PhI(OAc)₂ effected oxidative lactonization of 1,6- and 1,7-diols, directly affording seven- and eight-membered lactones, respectively, in good yields.

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Supplementary Info

Representative experimental procedure and spectroscopic datafor all newly synthesised products
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Organic & Biomolecular Chemistry

Highly efficient synthesis of medium-sized lactones via oxidative lactonization: concise total synthesis of isolaurepan

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