Phosphorated 1,2-Oxazabuta-1,3-dienes as Synthetic Tools for the Preparation of α-Amino Phosphorus Derivatives and Functionalized Nitrogen-Containing Heterocycles

Autor:	Francisco Palacios, Roberto Ignacio, Jesús M. de los Santos, Domitila Aparicio
Rok vydání:	2011
Předmět:	Amino esters Chemistry Organic Chemistry Regioselectivity Nitroso Biochemistry Cycloaddition Inorganic Chemistry chemistry.chemical_compound Nucleophile Michael reaction Dehydrohalogenation Organic chemistry Phosphine
Zdroj:	Phosphorus, Sulfur, and Silicon and the Related Elements. 186:735-741
ISSN:	1563-5325 1042-6507
DOI:	10.1080/10426507.2010.522632
Popis:	An efficient method for the synthesis of phosphorated 1,2-oxazabuta-1,3-dienes derived from phosphine oxides and phosphonates has been developed by means of base-mediated dehydrohalogenation of readily available α-halooximes. New functionalized α-amino phosphorus derivatives are easily available, in a regioselective way, through conjugate addition of amino nucleophilic reagents such as ammonia, primary or secondary amines, and optically active amino esters to these highly reactive nitroso derivative Michael acceptors. Phosphorated 1,2-oxazabuta-1,3-dienes also react with enamines in a formal [3 + 2] cycloaddition to afford highly functionalized phosphorated N-hydroxypyrrole derivatives.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::99e17de11dd3f1230bfe95672d37e83e https://doi.org/10.1080/10426507.2010.522632 Zobrazit plný text záznamu