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Asymmetric Catalysis via Cyclic, Aliphatic Oxocarbenium Ions

Sunggi Lee, Philip S. J. Kaib and Benjamin List*

*Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany, Email: listkofo.mpg.de

S. Lee, P. S. J. Kaib, B. List, J. Am. Chem. Soc., 2017, 139, 2156-2159.

DOI: 10.1021/jacs.6b11993 (free Supporting Information)


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Abstract

A highly reactive and confined imidodiphosphorimidate (IDPi) catalyst enables a direct enantioselective synthesis of substituted oxygen heterocycles from lactol acetates and enolsilanes. Various chiral oxygen heterocycles, including tetrahydrofurans, tetrahydropyrans, oxepanes, chromans, and dihydrobenzofurans, were obtained in excellent enantioselectivities.

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Key Words

tetrahydrofurans, cyclic ethers


ID: J48-Y2017