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Diastereoselective Additions of Anhydride Enolates and Nucleophilic Alkenes to Chiral Aldehyde-derived N-Tosyl Imines

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서명/저자사항Diastereoselective Additions of Anhydride Enolates and Nucleophilic Alkenes to Chiral Aldehyde-derived N-Tosyl Imines.
개인저자Moore, Lucas Charles.
단체저자명University of California, Davis. Chemistry.
발행사항[S.l.]: University of California, Davis., 2019.
발행사항Ann Arbor: ProQuest Dissertations & Theses, 2019.
형태사항236 p.
기본자료 저록Dissertations Abstracts International 81-06B.
Dissertation Abstract International
ISBN9781392762523
학위논문주기Thesis (Ph.D.)--University of California, Davis, 2019.
일반주기 Source: Dissertations Abstracts International, Volume: 81-06, Section: B.
Advisor: Shaw, Jared T.
이용제한사항This item must not be sold to any third party vendors.
요약Described herein are the detailed approaches towards several synthetic organic chemistry projects. Chapter one describes the development of a new formal [4 + 2] cycloaddition reaction involving enolizable anhydrides and N-sulfonyl imines. During the course of these studies, we observed unexpected diastereoselectivity when using chiral aldehyde-derived N- sulfonyl imines. Chapter two details an investigation into this unexpected diastereoselectivity and subsequent development of a Lewis acid-mediated diastereodivergent reaction. Chapter three describes the complex synthesis of the chiral N-sulfonyl imines used as substrates in chapters one and two. Chapter four details two partially successful total synthesis efforts towards structurally related marine natural products, chrysophaentin E and colpol. Finally, chapter five describes the synthesis of three DNA gyrase inhibitors, gyramides E-F, as well as the methods used to synthesize their precursors.
일반주제명Organic chemistry.
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