title: Double hetero-Michael addition of N-substituted hydroxylamines to quinone monoketals: synthesis of bridged isoxazolidines.
abstract: A general synthesis of bridged isoxazolidines from a double hetero-Michael addition of N-substituted hydroxylamines to quinone monoketals has been developed. The different addition order of N-benzylhydroxylamine and N-Boc hydroxylamine is also discussed. Moreover, the various functionalities in the isoxazolidine products allow facile derivatization.
authors.affiliation: Department of Chemistry, Hunter College, 695 Park Avenue, New York, New York 10065, USA.
authors.forename: Zhiwei
authors.initials: Z
authors.lastname: Yin
authors.forename: Jinzhu
authors.initials: J
authors.lastname: Zhang
authors.forename: Jing
authors.initials: J
authors.lastname: Wu
authors.forename: Che
authors.initials: C
authors.lastname: Liu
authors.forename: Kate
authors.initials: K
authors.lastname: Sioson
authors.forename: Matthew
authors.initials: M
authors.lastname: Devany
authors.forename: Chunhua
authors.initials: C
authors.lastname: Hu
authors.forename: Shengping
authors.initials: S
authors.lastname: Zheng
mesh_terms: D016227:Benzoquinones / Q000737:chemistry*; D006898:Hydroxylamines / Q000737:chemistry*; D007555:Isoxazoles / Q000737:chemistry*; D015394:Molecular Structure; D011809:Quinones / Q000737:chemistry*
chemical_list: D016227:Benzoquinones; D006898:Hydroxylamines; D007555:Isoxazoles; D011809:Quinones; C004532:quinone; C017064:benzyloxyamine