4.3 Article

Synthesis, Structure and Application of α,β-Dehydro-α-aminophosphonic and α,β Dehydro-α-aminophosphinic Acid Derivatives

期刊

CURRENT ORGANIC SYNTHESIS
卷 10, 期 3, 页码 411-424

出版社

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1570179411310030006

关键词

alpha-aminophosphinic acids; alpha-aminophosphonic acids; asymmetric catalytic hydrogenation; alpha,beta-dehydro-alpha-aminophosphinates; alpha,beta-dehydro-alpha-aminophosphonates; Michaelis-Arbuzov reaction; Wadsworth-Emmons reaction

资金

  1. Ministry of Science and Higher Education of Poland [N N204 165636]

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The synthesis of alpha, beta-dehydro-alpha -aminophosphonic and alpha, beta-dehydro-alpha-aminophosphinic acid derivatives is discussed. The most important synthetic pathways to the above-mentioned compounds have been divided into four groups depending on the type of bond formed as the last one. The configuration at the C= C double bond can be established based on the specific coupling constants (3)J(HP) and (3)J(CP) for the appropriate Z-and E-stereoisomers. The application of alpha, beta-dehydro-alpha-aminophosphonates and alpha, beta-dehydro-alpha-aminophosphinates, particularly in the enantioselective catalytic hydrogenation, is also discussed.

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