Synthesis of complex oxygenated heterocycles

Nicolas, Lionel; Butkevich, Alexey N.; Guérinot, Amandine; Corbu, Andrei; Reymond, Sébastien; Cossy, Janine

doi:10.1351/PAC-CON-12-09-15

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Pure Appl. Chem., 2013, Vol. 85, No. 6, pp. 1203-1213

http://dx.doi.org/10.1351/PAC-CON-12-09-15

Published online 2013-03-27

Synthesis of complex oxygenated heterocycles

Lionel Nicolas, Alexey N. Butkevich, Amandine Guérinot, Andrei Corbu, Sébastien Reymond and Janine Cossy*

Laboratoire de Chimie Organique, ESPCI ParisTech, UMR CNRS 7084, 10 rue Vauquelin, 75231 Paris Cedex 05, France

Abstract: Versatile and chemoselective preparation of substituted oxygenated heterocycles is described. Highly diastereoselective metal-catalyzed syntheses of trans-2,6- and cis-2,6-disubstituted tetrahydropyrans (THPs) are presented, along with an easy one-pot access to various ring size benzoannulated spiroketals.