Work

Carbene-catalyzed desymmetrization of 1,3-diols: access to optically enriched tertiary alkyl chlorides

Year: 2016

Type: article

Abstract: The introduction of a chlorine atom to a carbon center in an enantioselective manner via conventional C-Cl bond formation is difficult. Here we report a new approach to this class of tertiary alkyl chlorides with high optical purities. Instead of forming a new C-Cl bond, our approach involves carbene-catalyzed desymmetrization of 2-chloro-1,3-diols as the key step to set up the chiral carbon center with excellent enantiomeric excess.

Source: Chemical Communications

DOI: 10.1039/c6cc03345h

Authors: Bao-Sheng Li, Yuhuang Wang, Rupert S. J. Proctor, Zhichao Jin, Yonggui Robin Chi

Institutions: Nanyang Technological University, Guizhou University

Language: English

Topic: Cyclopropane Reaction Mechanisms

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Research Foundation, Nanyang Technological University, Guizhou University, Ministry of Education, India

OpenAlex ID: W2418101417

FWCI: 2.451

Cites: 77

Cited by: 44

Related to: 10