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Award ID contains: 1800536

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  1. ; ; ; ; ; (, Angewandte Chemie International Edition)
    Abstract An enantioselective synthesis of (−)‐10‐hydroxyacutuminine is reported. Central to our strategy is a photochemical [2+2] cycloaddition that forges two of the quaternary stereocenters present in the acutumine alkaloids. A subsequent retro‐aldol/Dieckmann sequence furnishes the spirocyclic cyclopentenone. Efforts to chlorinate the acutumine scaffold at C10 under heterolytic or radical deoxychlorination conditions led to the synthesis of an unexpected cyclopropane‐containing pentacycle. 
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  2. ; ; (, Tetrahedron)
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  3. ; ; ; ; ; (, ACS)
    ABSTRACT: Radical and transition metal-catalyzed cascade cyclization strategies were investigated toward the syn-thesis of the tetracyclic core of the augustamine-type Amaryllidaceae alkaloids. These studies resulted in the synthesis of noraugustamine and the development of an oxidative Heck/aza-Wacker cascade forming two rings, a C–N bond, and an all-carbon quaternary center in a single step. 
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  4. ; ; (, Angewandte Chemie)
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