Stille Reactions of 2,3-Bis(stannyl)butenoates: An Unexpected Regioselectivity

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Sweeney, Joseph B., Carter, Neil and Mabon, Ross (2006) Stille Reactions of 2,3-Bis(stannyl)butenoates: An Unexpected Regioselectivity. Synlett, 2006 (10). pp. 1577-1579. ISSN 0936-5214

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Official URL: http://dx.doi.org/10.1055/s-2006-944207

DOI: 10.1055/s-2006-944207

Abstract

The palladium-catalyzed cross-coupling reaction of methyl (Z)-2,3-bis(tributylstannyl)butenoate with aryl iodides is regioselective, leading to 2-aryl-3-stannylated products; this selectivity is the opposite to that observed in the reaction between halides and 3,4-bis(stannyl)furan-2(5H)-one. Since the resulting butenoates can be converted into the corresponding furanones, the method provides useful flexibility in the preparation of functionalized butenoates and furanones.

Item Type:	Article
Subjects:	Q Science > QD Chemistry
Schools:	School of Applied Sciences
Related URLs:	Author
Depositing User:	Joseph Sweeney
Date Deposited:	18 Oct 2012 12:17
Last Modified:	18 Oct 2012 12:17
URI:	http://eprints.hud.ac.uk/id/eprint/15224

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