Conjugate Addition of Hydroxylamines, Oximes and Hydroxamic Acids

作者: Yunfei Du , Deng Mao , Daisy Zhang-Negrerie , Kang Zhao

DOI: 10.1002/9780470682531.PAT0501

关键词: Combinatorial chemistryCycloadditionMichael reactionNitroneChemistryConjugateMoietyOrganic chemistryNucleophileEnantioselective synthesisHydroxylamine

摘要: 1 General Introduction 2 Conjugate Addition of Hydroxylamine and Itsderivatives 3 Conjugate Oximes 4 Conjugate Hydroxamic Acids 5 Conclusions 6 Acknowledgments The conjugate addition hydroxylamines, oximes hydroxamic acids provides convenient route to incorporate an NO moiety into various Michael acceptors. This chapter reviews comprehensive experimental reactions on the formation carbon–nitrogen carbon–oxygen bonds via alkenes, alkynes or allenes attached one more electron-withdrawing groups. derivatives predominantly undergo N-centered addition, while for ambient nucleophilic acids, both O-centered are operative by control reaction conditions. A concerted cycloaddition mechanism has been well established N-substituted hydroxylamines. The last decade witnessed enormous growth in enantioselective hydroxylamine oximes. Keywords: Conjugate Hydroxylamines, Oximes, 1,4-Adducts, acceptor, Concerted cycloaddition, Asymmetric Nitrone

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