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Catalytic asymmetric desymmetrization approaches to enantioenriched cyclopentanes

Manna, Madhu Sudan and Mukherjee, Santanu (2015) Catalytic asymmetric desymmetrization approaches to enantioenriched cyclopentanes. In: ORGANIC & BIOMOLECULAR CHEMISTRY, 13 (1). pp. 18-24.

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Official URL: http://dx.doi.org/ 10.1039/c4ob01649a

Abstract

Catalytic asymmetric desymmetrization represents an excellent strategy for accessing highly functionalized chiral building blocks. However, the application of desymmetrization for the synthesis of enantio-enriched cyclopentane derivatives remained limited, when compared to chiral cyclohexanes. We have recently developed a desymmetrization protocol for prochiral 2,2-disubstituted cyclopentene-1,3-diones by direct catalytic asymmetric vinylogous nucleophilic addition of deconjugated butenolides. In this perspective, we give an overview of asymmetric desymmetrization reactions leading to enantioenriched cyclopentanes and their derivatives. The focus is kept confined to the diverse nature of reactions used for this purpose. A brief discussion on the potential future directions is also provided.

Item Type: Journal Article
Publication: ORGANIC & BIOMOLECULAR CHEMISTRY
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: 18 Jan 2015 05:25
Last Modified: 18 Jan 2015 05:25
URI: http://eprints.iisc.ac.in/id/eprint/50663

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