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Iron Porphyrin-Catalyzed Olefination of Ketenes with Diazoacetate for the Enantioselective Synthesis of Allenes

Authors :
Zhenghu Xu
Jun-Cheng Zheng
Xiu-Li Sun
Xiao-Bing Wang
Chuan-Ying Li
Yong-Gui Zhou
Yong Tang
Li-Xin Dai
Source :
Journal of the American Chemical Society. 129:1494-1495
Publication Year :
2007
Publisher :
American Chemical Society (ACS), 2007.

Abstract

In the presence of Ph3P and catalytic Fe(TCP)Cl, ketenes could react with EDA to give allenes in high yields under neutral conditions for the first time. By employing chiral phosphine instead of PPh3, allenes could be synthesized with high enantioselectivity (93−98% ee) in good yields.

Details

ISSN :
15205126 and 00027863
Volume :
129
Database :
OpenAIRE
Journal :
Journal of the American Chemical Society
Accession number :
edsair.doi.dedup.....1dd72f9c6c719437f36975dc9fb2bfbf