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An Acid Promoted, Domino Approach for the Selective Synthesis of Spirocyclic Systems#
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2022-11-11 , DOI: 10.1002/adsc.202201030
Beeraiah Baire 1 , Bhavna Yadav 1
Affiliation  

Design and development of an acid-catalyzed domino strategy for the rapid and selective generation of spiro-polycyclic systems from propargylic alcohols is reported. Isolation of the intermediate olefins and the control experiments suggested and supported the proposed mechanism. The key features of this strategy are the selective access to spiro-polycyclic systems, broad substrate scope (yields ranging between 50–95%), high atom economy, and operationally simple reaction procedure. We have extended this approach for the synthesis of spiro-tetracyclic and spiro-pentacyclic frameworks of dalesconols, and chamaecydin natural products respectively

中文翻译:

用于螺环系统选择性合成的酸促进多米诺骨牌方法#

报道了一种酸催化多米诺骨牌策略的设计和开发,用于从炔丙醇中快速选择性地生成螺环多环系统。中间烯烃的分离和控制实验表明并支持所提出的机制。该策略的主要特点是选择性进入螺多环系统、广泛的底物范围(产率在 50-95% 之间)、高原子经济性和操作简单的反应程序。我们已将这种方法扩展到分别合成 dalesconols 和 chamaecydin 天然产物的螺四环和螺五环框架
更新日期:2022-11-11
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