Reaction of dimethoxycarbene-DMAD zwitterion with 1,2-diones and anhydrides: a novel synthesis of highly substituted dihydrofurans and spirodihydrofurans

Nair, Vijay ; Deepthi, Ani ; Poonoth, Manojkumar ; Santhamma, Bindu ; Vellalath, Sreekumar ; Pattoorpady, Beneesh ; Mohan, Resmi ; Suresh, Eringathodi (2006) Reaction of dimethoxycarbene-DMAD zwitterion with 1,2-diones and anhydrides: a novel synthesis of highly substituted dihydrofurans and spirodihydrofurans Journal of organic chemistry of the USSR, 71 (6). pp. 2313-2319. ISSN 0022-3271

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo052429k

Related URL: http://dx.doi.org/10.1021/jo052429k

Abstract

The zwitterion formed by the reaction of dimethoxycarbene and DMAD adds efficiently to one of the carbonyl groups of 1,2-dicarbonyl compounds and anhydrides to generate dihydrofurans and spirodihydrofurans in good yields. In many cases, the carbene inserts into the C-C bond of the dione to yield masked vicinal tricarbonyl systems.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:84092
Deposited On:24 Feb 2012 06:15
Last Modified:24 Feb 2012 06:15

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