Enantioselective Oxetane Ring Opening with Chloride: Unusual Use of Wet Molecular Sieves for the Controlled Release of HCl

Wen Yang; Zhaobin Wang; Jianwei Sun

doi:10.1002/anie.201601844

Enantioselective Oxetane Ring Opening with Chloride: Unusual Use of Wet Molecular Sieves for the Controlled Release of HCl

Angew Chem Int Ed Engl. 2016 Jun 6;55(24):6954-8. doi: 10.1002/anie.201601844. Epub 2016 Apr 28.

Authors

Wen Yang¹, Zhaobin Wang¹, Jianwei Sun²

Affiliations

¹ Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China.
² Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China. [email protected].

PMID: 27122466
DOI: 10.1002/anie.201601844

Abstract

An unprecedented enantioselective oxetane opening with chloride provides access to a range of highly functionalized three-carbon building blocks. The excellent enantiocontrol is enabled not only by a new catalyst, but also by the unusual use of wet molecular sieves for the controlled release of HCl.

Keywords: asymmetric catalysis; desymmetrization; organocatalysis; oxetanes; strained molecules.

Publication types

Research Support, Non-U.S. Gov't