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Pure Appl. Chem. Vol. 73, No. 2, pp. 247-250 (2001)

Pure and Applied Chemistry

Vol. 73, Issue 2

Effect of ligands on the divalent palladium- catalyzed carbon-carbon coupling reactions. Highly enantioselective synthesis of optically active g-butyrolactones*

Xiyan Lu** and Qinghai Zhang

Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China

Abstract: In the palladium (II) -catalyzed enyne coupling reactions, the nitrogen-containing ligand plays the same role as the halide ion to inhibit the b-hydride elimination. Employing the pymox or bisoxazoline as ligands, the catalytic asymmetric cyclization of (Z) -4'-acetoxy-2'-butenyl 2-alkynoates initiated by acetoxypalladation was established with high efficiency (up to 92% ee) to afford the optically active g-butyrolactones.

* Lecture presented at the XIXth International Conference on Organometallic Chemistry (XIX ICOMC) , Shanghai, China, 23-28 July 2000. Other presentations are published in this issue, pp. 205-376.
** Corresponding author

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