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Organocatalytic Enantioselective Cycloetherifications Using a Cooperative Cation-Binding Catalyst

Amol P. Jadhav, Jeong-A Oh, In-Soo Hwang, Hailong Yan, Choong Eui Song*

*Department of Chemistry, Sungkyunkwan University, Suwon 16419, Korea, Email: s1673skku.edu

A. P. Jadhav, J.-A Oh, I.-S. Hwang, H. Yan, C. E. Song, Org. Lett., 2018, 20, 5319-5322.

DOI: 10.1021/acs.orglett.8b02240 (free Supporting Information)


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Abstract

The use of a cation-binding oligoEG catalyst and KF as the base enables a highly enantioselective cycloetherification for the straightforward synthesis of enantioenriched tetrahydrofurans, tetrahydropyrans, and oxepanes from ε-, ζ-, and η-hydroxy-α,β-unsaturated ketones.

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Key Words

tetrahydrofurans, tetrahydropyrans, organocatalysis


ID: J54-Y2018