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A copper catalyzed azidation and peroxidation of beta-naphthols via an oxidative dearomatization strategy

Dhineshkumar, Jayaraman and Samaddar, Prasanjit and Prabhu, Kandikere Ramaiah (2016) A copper catalyzed azidation and peroxidation of beta-naphthols via an oxidative dearomatization strategy. In: CHEMICAL COMMUNICATIONS, 52 (74). pp. 11084-11087.

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Official URL: http://dx.doi.org/10.1039/c6cc04894c

Abstract

Dearomatizative azidation and peroxidation of beta-naphthols have been explored using copper bromide as a catalyst. These reactions lead to highly valuable naphthalenone derivatives such as quaternary azide derivatives and quaternary peroxide derivatives in good yields. This method paves an excellent way for synthesizing azides and peroxides which serve as masked surrogates for their corresponding amines and alcohols. Using this method, optically pure binol derivatives were transformed to their corresponding chiral naphthalenones in excellent yields with moderate enantioselectivity.

Item Type: Journal Article
Publication: CHEMICAL COMMUNICATIONS
Additional Information: Copy right for this article belongs to the ROYAL SOC CHEMISTRY, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 03 Dec 2016 09:44
Last Modified: 03 Dec 2016 09:44
URI: http://eprints.iisc.ac.in/id/eprint/55366

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