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Palladium-Catalyzed Cross-Coupling Reaction of Triorganoindium Reagents with Propargylic Esters

Ricardo Riveiros, David Rodríguez, José Pérez Sestelo and Luis A. Sarandeses*

*Departamento de Química Fundamental, Universidade da Coruña, E-15071 A Coruña, Spain, Email: qfsarandudc.es

R. Riveiros, D. Rodríguez, J. P. Sestelo, L. A. Sarandeses, Org. Lett., 2006, 8, 1403-1406.

DOI: 10.1021/ol060192o (free Supporting Information)


Abstract

The palladium-catalyzed of triorganoindium reagents to propargylic esters afforded via an SN2' rearrangement allenes in good yields and with high regioselectivity. The reaction of chiral, nonracemic propargylic esters takes place with high anti-stereoselectivity providing allenes with high enantiomeric excess.

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Key Words

allenes


ID: J54-Y2006-800