Reactivity of a-Oxophosphonium Ylides: A Contribution to the Mechanistics

• Author(s): Melo, Teresa M. Pinho e ; Gonsalves, António M. d'A. Rocha ; Carrapato, Sara M. ; Taborda, Ana M.
• Date: 1999
• Persistent ID: http://hdl.handle.net/10316/13017
• Origin: Estudo Geral - Universidade de Coimbra
• Subject(s): Phosphorus ylides; Tetrasubstituted alkenes
• Document Type: Article
• Language: English

Description

Ylides 1f and 1g react with chlorine, with bromine and with N-chlorosuccinimide in the presence of a range of nucleophiles. The 2,3-disubstitutedbutenedioates obtained in this way allow us to gather more information about the mechanism involved. Ylide 1c was also studied showing similar reactivity and leading to the highly selective synthesis of 2,3- disubstituted-3-phenylpropenoates