Ring Opening/C–N Cyclization of Activated Aziridines with Carbon Nucleophiles: Highly Diastereo- and Enantioselective Synthesis of Tetrahydroquinolines

Ghorai, Manas K. ; Nanaji, Y. ; Yadav, A. K. (2011) Ring Opening/C–N Cyclization of Activated Aziridines with Carbon Nucleophiles: Highly Diastereo- and Enantioselective Synthesis of Tetrahydroquinolines Organic Letters, 13 (16). pp. 4256-4259. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/ol2016077

Related URL: http://dx.doi.org/10.1021/ol2016077

Abstract

A simple strategy for the synthesis of substituted tetrahydroquinolines through regio- and stereoselective ring opening of N-tosyl aziridines with carbon nucleophiles generated from 2-(bromoaryl)acetonitriles followed by palladium-catalyzed intramolecular C–N cyclization is reported in excellent yields (up to >99%) and stereoselectivity (ee and de up to >99%).

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:117119
Deposited On:15 Apr 2021 08:00
Last Modified:15 Apr 2021 08:00

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