Journal of Organic Chemistry 2007-08-17

Ph3As-catalyzed wittig-type olefination of aldehydes with diazoacetate in the presence of Na2S2O4.

Peng Cao, Chuan-Ying Li, Yan-Biao Kang, Zuowei Xie, Xiu-Li Sun, Yong Tang

Index: J. Org. Chem. 72 , 6628, (2007)

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Abstract

In the presence of sodium hydrosulfite and a catalytic amount of AsPh3 and Fe(TCP)Cl, aldehydes react with ethyl diazoacetate to give the corresponding alpha,beta-unsaturated esters in high yields with excellent stereoselectivities (E/Z > 50/1).