（-）-4-去乙酰氧基-1-氧代长春多灵的全合成：长春多灵中嵌入核心杂原子的单原子交换
Total synthesis of (-)-4-desacetoxy-1-oxovindoline: Single atom exchange of an embedded core heteroatom in vindoline.
作者信息
Boon Byron A, Yu Yi-Yun, Boger Dale L
机构信息
Department of Chemistry and The Skaggs Institute of Chemical Biology, The Scripps Research Institute, 10550 N. Torrey Pines Road, La Jolla, California 92037.
出版信息
Tetrahedron. 2021 May 7;87. doi: 10.1016/j.tet.2021.132117. Epub 2021 Mar 29.
Abstract
A concise total synthesis of (-)-4-desacetoxy-1-oxovindoline is disclosed, bearing a single heteroatom exchange in the core structure of the natural product 4-desacetoxyvindoline. Central to the synthesis is powerful oxadiazole intramolecular [4+2]/[3+2] cycloaddition cascade that formed four C-C bonds, created three new rings, and established five contiguous stereocenters about the new formed central 6-membered ring.
摘要
本文公开了(-)-4-去乙酰氧基-1-氧代长春多灵的简洁全合成方法，该方法在天然产物4-去乙酰氧基长春多灵的核心结构中进行了单一杂原子交换。该合成的关键是强大的恶二唑分子内[4+2]/[3+2]环加成串联反应，该反应形成了四个C-C键，生成了三个新环，并在新形成的中心六元环周围建立了五个连续的立体中心。
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Total synthesis of (-)-4-desacetoxy-1-oxovindoline: Single atom exchange of an embedded core heteroatom in vindoline.（-）-4-去乙酰氧基-1-氧代长春多灵的全合成：长春多灵中嵌入核心杂原子的单原子交换
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本文引用的文献
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Triarylaminium Radical Cation Promoted Coupling of Catharanthine with Vindoline: Diastereospecific Synthesis of Anhydrovinblastine and Reaction Scope.三芳基鏻自由基阳离子促进长春碱与文多灵的偶联：脱水长春碱的非对映选择性合成及反应范围。
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Vinblastine 20' Amides: Synthetic Analogues That Maintain or Improve Potency and Simultaneously Overcome Pgp-Derived Efflux and Resistance.长春碱20'酰胺：保持或提高效力并同时克服P-糖蛋白介导的外排和耐药性的合成类似物
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