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Synthesis 2000; 2000(4): 502-504
DOI: 10.1055/s-2000-6361
short paper
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Sequential Transformations of Phosphonates. One-Pot Synthesis of Ethoxycarbonyl Allyl Substituted Oxime Ethers

Yanchang Shen* , Guo-Fang Jiang
  • *Shanghai Institute of Organic Chemistry, Academia Sinica, 354 Fenglin Lu, Shanghai 200032, China; E-mail: shenyc@pub.sioc.ac.cn
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Publication Date:
31 December 2000 (online)

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Ketoxime anions 2, generated from the corresponding ketoximes 1 and sodium hydride, were reacted with α-ethoxycarbonyl vinylphosphonate 3 to give the phosphoryl-stabilized carbanions 4 which were further reacted with aldehydes affording ethoxycarbonyl allyl substituted oxime ethers in 73-91% yields.

sequential transformations of phosphonates - vinylphosphonate - oxime ethers - ethoxycarbonyl allyl substituted oxime ethers