Tetrakis(trimethylsilyl) Ethenylidene-1,1-bisphosphonate: A Mild and Convenient Michael Acceptor for the Synthesis of 2-Aminoethylidene-1,1-bisphosphonic Acids and Their Potassium Salts

Abstract A straightforward synthesis of highly functionalized 2-aminoethylidene-1,1-bisphosphonic acids via the Michael addition of amines to easily available tetrakis(trimethylsilyl) ethenylidene-1,1-bisphosphonate, H 2 C=C[P(O)(OTMS) 2 ] 2 , has been described. The potassium salts of the title com...

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Bibliographic Details
Published in:Synlett 2011-06, Vol.2011 (10), p.1370-1374
Main Authors: Shevchuk, Michael V., Sotiropoulos, Jean-Marc, Miqueu, Karinne, Romanenko, Vadim D., Kukhar, Valery P.
Format: Article
Language:English
Subjects:
Catalysis
Chemical Sciences
Chemistry
Coordination chemistry
Exact sciences and technology
letter
or physical chemistry
Organic chemistry
Organometalloidal and organometallic compounds
P derivatives
Polymers
Preparations and properties
Si derivatives
Theoretical and
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Summary:Abstract A straightforward synthesis of highly functionalized 2-aminoethylidene-1,1-bisphosphonic acids via the Michael addition of amines to easily available tetrakis(trimethylsilyl) ethenylidene-1,1-bisphosphonate, H 2 C=C[P(O)(OTMS) 2 ] 2 , has been described. The potassium salts of the title compounds were also easily achieved in high yield by reacting the Michael adducts with potassium fluoride.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0030-1260566