Enantioselective formation of all-carbon quaternary stereocenters from indoles and tertiary alcohols bearing a directing group

Wanxiang Zhao; Zhaobin Wang; Boyang Chu; Jianwei Sun

doi:10.1002/anie.201405252

Enantioselective formation of all-carbon quaternary stereocenters from indoles and tertiary alcohols bearing a directing group

Angew Chem Int Ed Engl. 2015 Feb 2;54(6):1910-3. doi: 10.1002/anie.201405252. Epub 2014 Aug 1.

Authors

Wanxiang Zhao¹, Zhaobin Wang, Boyang Chu, Jianwei Sun

Affiliation

¹ Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR (China).

PMID: 25088146
DOI: 10.1002/anie.201405252

Abstract

Described is an efficient catalytic asymmetric intermolecular C-C bond-formation process to generate acyclic all-carbon quaternary stereocenters. The reactions overcome the unfavorable steric hindrance around reactive centers, and the competitive elimination (E1), to form a range of useful indole products with excellent efficiency and enantioselectivity.

Keywords: asymmetric catalysis; enantioselectivity; heterocycles; organocatalysis; synthetic methods.