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Recent Advances in the Chemistry of Doubly Activated Cyclopropanes: Synthesis and Reactivity

Gopinath, Purushothaman and Chandrasekaran, Srinivasan (2019) Recent Advances in the Chemistry of Doubly Activated Cyclopropanes: Synthesis and Reactivity. In: CURRENT ORGANIC CHEMISTRY, 23 (3). pp. 276-312.

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Official URL: https://doi.org/10.2174/1385272823666190213114604


Diactivated cyclopropanes containing two geminal electron withdrawing groups, commonly called as `Doubly Activated Cyclopropanes' are useful synthons for the synthesis of many interesting natural products and functionalized molecules. These geminal electron withdrawing groups (EWG's) facilitate the regioselective ring opening of cyclopropanes by polarizing the C-C bond adjacent to it. This polarization also allows them to undergo 1,3 dipolar cycloaddition reactions when substituted with a suitable electron donor substituent at the adjacent carbon (donor-acceptor cyclopropanes) in the presence of suitable dipolarophiles. In this review, we discuss the recent advances in the chemistry of doubly activated cyclopropanes: their synthesis, reactions and applications in total synthesis.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to BENTHAM SCIENCE PUBL LTD
Keywords: Cyclopropanes; ring-opening; cycloaddition; diazo compounds; iodonium ylides; heterocycles; carbocycles
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: LIS Interns
Date Deposited: 24 May 2019 10:49
Last Modified: 24 May 2019 10:49
URI: http://eprints.iisc.ac.in/id/eprint/62746

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