ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

Enantioselective Direct Vinylogous Allylic Alkylation of 4-Methylquinolones under Iridium Catalysis

Sarkar, Rahul and Mukherjee, Santanu (2019) Enantioselective Direct Vinylogous Allylic Alkylation of 4-Methylquinolones under Iridium Catalysis. In: ORGANIC LETTERS, 21 (13). pp. 5315-5320.

[img] PDF
org_let_21-13_5315_2019.pdf - Published Version
Restricted to Registered users only

Download (1MB) | Request a copy
[img]
Preview
PDF
ol9b01934_si_001.pdf - Published Version

Download (2MB) | Preview
[img]
Preview
PDF
ol9b01934_si_002.pdf - Published Version

Download (11MB) | Preview
Official URL: https://dx.doi.org/10.1021/acs.orglett.9b01934

Abstract

The first enantioselective vinylogous allylic alkylation of 4-methylquinolones has been developed. This iridium-catalyzed reaction introduces an allyl group at the gamma-position of 4-methyl-2-quinolones with exclusive branched selectivity and an excellent level of enantioselectivity. This in turn allows for the enantioselective synthesis of gamma-allylquinolines and related nitrogenous heterocycles. This is the first application of 4-methylquinolones in an enantioselective transformation.

Item Type: Journal Article
Publication: ORGANIC LETTERS
Publisher: AMER CHEMICAL SOC
Additional Information: copyright for this article belongs to AMER CHEMICAL SOC
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 22 Aug 2019 10:35
Last Modified: 22 Aug 2019 10:35
URI: http://eprints.iisc.ac.in/id/eprint/63305

Actions (login required)

View Item View Item