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Paper | Regular issue | Vol 31, No. 11, 1990, pp.1941-1949
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5433
Preparation of 6-Hydroxy-2H-pyran-3(6H)-one from 2-Furylcarbinol by Photooxidation. Synthesis of a Pheromone of Vespa orientalis

Yueh-Hsiung Kuo* and Kae-Shyang Shih

*Department of Chemistry, National Taiwan University, Roosevelt Road Section 4, Taipei 106, Taiwan, R.O.C.


Photooxidation of 2-furylcarbinols followed by reduction with triphenylphosphine afforded 6-hydroxy-2H-pyran-3(6H)-ones in excellent yield. The method was applied to synthesis of 6-undecyltetrahydro-2-pyrone, a pheromone of Vespa orientalis.