Methods of synthesis and synthetic application of α-diazomethylphosphonates
- Authors: Yashin N.V.1,2, Averina E.B.1,2, Kuznetsova T.S.1, Zefirov N.S.1,2
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Affiliations:
- M. V. Lomonosov Moscow State University, Chemical Department
- Institute of Physiologically Active Compounds, Russian Academy of Sciences
- Issue: Vol 65, No 4 (2016)
- Pages: 877-909
- Section: Reviews
- URL: https://journals.rcsi.science/1066-5285/article/view/237755
- DOI: https://doi.org/10.1007/s11172-016-1392-1
- ID: 237755
Cite item
Abstract
Data on methods of synthesis and reactivity of α-diazomethylphosphonic acid esters are classified. Main approaches to obtain diazomethylphosphonate ester (the Seyferth—Gilbert reagent) as well as α-substituted diazomethylphosphonates are considered. The most important reactions of α-diazomethylphosphonates are discussed: [1+2] cycloaddition to alkenes, insertion into heteroatom—heteroatom bonds, reactions with aldehydes and ketones, being of interest as preparative methods to obtain cyclopropane phosphonates, α-substituted methylphosphonic esters and alkynes, correspondingly.
About the authors
N. V. Yashin
M. V. Lomonosov Moscow State University, Chemical Department; Institute of Physiologically Active Compounds, Russian Academy of Sciences
Email: elaver@org.chem.msu.ru
Russian Federation, 1 Build. 3 Leninskie Gory, Moscow, 119991; 1 Severny proezd, Chernogolovka, Moscow region, 142432
E. B. Averina
M. V. Lomonosov Moscow State University, Chemical Department; Institute of Physiologically Active Compounds, Russian Academy of Sciences
Author for correspondence.
Email: elaver@org.chem.msu.ru
Russian Federation, 1 Build. 3 Leninskie Gory, Moscow, 119991; 1 Severny proezd, Chernogolovka, Moscow region, 142432
T. S. Kuznetsova
M. V. Lomonosov Moscow State University, Chemical Department
Email: elaver@org.chem.msu.ru
Russian Federation, 1 Build. 3 Leninskie Gory, Moscow, 119991
N. S. Zefirov
M. V. Lomonosov Moscow State University, Chemical Department; Institute of Physiologically Active Compounds, Russian Academy of Sciences
Email: elaver@org.chem.msu.ru
Russian Federation, 1 Build. 3 Leninskie Gory, Moscow, 119991; 1 Severny proezd, Chernogolovka, Moscow region, 142432