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Diastereoselective Synthesis of Bicyclo[3.3.0]octenones by Copper-Catalyzed Transannular Ring-Closing Reaction
Organic Letters ( IF 5.2 ) Pub Date : 2022-08-05 , DOI: 10.1021/acs.orglett.2c02163
Qiongwen Kang 1 , Yuanyang Mu 1 , Yang Yuan 1 , Ye Wang 1 , Shuxin Jin 1 , Chengyu Wang 2 , Yanzhong Li 1
Affiliation  

A novel and efficient copper-catalyzed transannular ring-closing reaction of eight-membered rings has been developed that provides a straightforward way to synthesize bicyclo[3.3.0]octane derivatives in good yields. Mechanistic studies revealed that the reaction pathway might involve chlorination followed by the Kornblum reaction. Readily accessible starting materials and good functional group tolerance make this procedure attractive.

中文翻译:

铜催化环环闭环反应非对映选择性合成双环[3.3.0]辛烯酮

已经开发出一种新颖且高效的铜催化八元环环环闭环反应,它提供了一种以良好收率合成双环[3.3.0]辛烷衍生物的直接方法。机理研究表明,反应途径可能涉及氯化,然后是 Kornblum 反应。易于获得的起始材料和良好的官能团耐受性使该程序具有吸引力。
更新日期:2022-08-05
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