Palladium Catalyzed Alkoxy- and Aminocarbonylation of Vinyl Tosylates
Organic Letters2011Vol. 13(9), pp. 2495–2497
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Diana C. Reeves, Sonia Rodrı́guez, Heewon Lee, Nizar Haddad, Dhileepkumar Krishnamurthy, Chris H. Senanayake
Abstract
The palladium catalyzed alkoxycarbonylation and aminocarbonylation of vinyl tosylates are described. A variety of ketone and aldehyde derived vinyl tosylates may be carbonylated in the presence of primary, secondary, and tertiary alcohols, or primary and secondary amines, to provide the corresponding esters and amides in good yields. The alkoxycarbonylation was applied to a short synthesis of isoguvacine.
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