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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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 |
|---|---|
| Publication: | CURRENT ORGANIC CHEMISTRY |
| Publisher: | BENTHAM SCIENCE PUBL LTD |
| 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 |
| 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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