Organocatalytic Enantioselective Formal C(sp<sup>2</sup>)–H Alkylation

2014111 citationsJournal Article

Authors

Madhu Sudan Manna · Indian Institute of Science Bangalore

Santanu Mukherjee · Indian Institute of Science Bangalore

Abstract

An organocatalytic enantioselective formal C(sp(2))-H alkylation is reported. This alkylative desymmetrization of prochiral 2,2-disubstituted cyclopentene-1,3-dione is catalyzed by a bifunctional tertiary aminourea derivative, utilizes air-stable and inexpensive nitroalkanes as the alkylating agents, and delivers synthetically versatile five-membered carbocycles containing an all-carbon quaternary stereogenic center remote from the reaction site in excellent enantioselectivity.

Topics & Keywords

Asymmetric Synthesis and Catalysis Catalytic C–H Functionalization Methods Asymmetric Hydrogenation and Catalysis

UN Sustainable Development Goals

Clean water and sanitation

Publication Details

Published in: Journal of the American Chemical Society

Volume 137, Issue 1, pp. 130-133

DOI: 10.1021/ja5117556

Field-Weighted Citation Impact: 6.81