Ph3As-Catalyzed Wittig-Type Olefination of
Aldehydes with Diazoacetate in the Presence of
Na2S2O4

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

doi:10.1021/jo0709899.s002

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Ph₃As-Catalyzed Wittig-Type Olefination of Aldehydes with Diazoacetate in the Presence of Na₂S₂O₄

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posted on 2007-08-17, 00:00 authored by Peng Cao, Chuan-Ying Li, Yan-Biao Kang, Zuowei Xie, Xiu-Li Sun, Yong Tang

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 α,β-unsaturated esters in high yields with excellent stereoselectivities (E/Z > 50/1).

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esters Olefination ethyl diazoacetate Na 2S presence Aldehyde 3A stereoselectivitie Fe aldehyde Diazoacetate sodium hydrosulfite Presence yield AsPh 3

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Ph3As-Catalyzed Wittig-Type Olefination of Aldehydes with Diazoacetate in the Presence of Na2S2O4