Synthetic methodology using tertiary phosphines as nucleophilic catalysts*
Xiyan Lu, Yishu Du, and Cheng Lu
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China
Abstract: Allenoates or 2-alkynoates are known to react with tertiary phosphines to form the phosphine-substituted 1,3-dipoles, which can react with various substrates with the simultaneous elimination of the tertiary phosphine. The reaction is catalytic to the tertiary phosphine used. The investigation of the appropriate dipolarophiles and the further extension of this reaction are discussed.
Keywords: Tertiary phosphines; nucleophilic catalysts; allenoates; dipolarophiles; synthetic methodology.
*Paper based on a presentation at the 7th IUPAC International Conference on Heteroatom Chemistry (ICHAC-7), Shanghai, China, 21-25 August 2004. Other presentations are published in this issue, pp. 1985-2132.