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1,3-Dipolar cycloaddition reaction of ?,?-unsaturated esters and lactones with diazomethane

Baskaran, S and Vasu, J and Prasad, Ram and Kodukulla, K and Trivedi, Girish K and Chandrasekhar, J (1996) 1,3-Dipolar cycloaddition reaction of ?,?-unsaturated esters and lactones with diazomethane. In: Tetrahedron, 52 (12). 4515-4526 .

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Official URL: http://dx.doi.org/10.1016/0040-4020(96)00099-3


1,3-Dipolar cycloaddition of diazomethane to the alpha,beta-unsaturated esters and lactones such as 2-4, 6-8, 10 and 13 occurs in a stereoselective manner affording conjugated Delta(2)-pyrazolines. E and Z isomers of D-mannitol lead to identical product which was cyclised to investigate the absolute stereochemistry of the product. The regiospecificities of all the reactions are consistent with FMO coefficients obtained through AM1 calculations.

Item Type: Journal Article
Publication: Tetrahedron
Publisher: Elsevier Science
Additional Information: Copyright of this article belongs to Elsevier Science.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 19 May 2011 09:14
Last Modified: 19 May 2011 09:14
URI: http://eprints.iisc.ac.in/id/eprint/36988

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