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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Prototropic Isomerizations in the 2-Azaallylic Triad of Imidoylphosphonates

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

Volume 14, Issue 12, 2010

Page: [1223 - 1233] Pages: 11

DOI: 10.2174/138527210791330440

Price: $65

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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