Prototropic Isomerizations in the 2-Azaallylic Triad of Imidoylphosphonates

Author(s): Petro P. Onys'ko , Yuliya V. Rassukana , Oleksii A. Synytsya .

Journal Name: Current Organic Chemistry

Volume 14 , Issue 12 , 2010

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Abstract:

In the present review we attempt to systematize and generalize the available data on prototropy in imidoylphosphonates containing α-hydrogen atoms in the N- or C-alkyl groups of the C=N bond. Prototropic transitions in C=N-CH triad of imidoylphosphonates leading to biorelevant α-aminophosphonates are in main focus of the review. Central to this endeavour is elucidation of the effect that the phosphoryl or phosphonium moiety exerts on prototropy in the phosphorylated 2-azaallylic triad.

Keywords: imidoylphosphonates, imidoyl chlorides, aminophosphonates, proton transfer, stereoselectivity, rearrangements

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Article Details

VOLUME: 14
ISSUE: 12
Year: 2010
Page: [1223 - 1233]
Pages: 11
DOI: 10.2174/138527210791330440
Price: $58

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