trans-4'a-Methyl-3',4'a,9',10',10'a-hexahydro-spiro[cyclobutane-1,1'(2H)-phenanthrene]的全合成
收稿日期: 2024-04-18
修回日期: 2024-05-26
网络出版日期: 2024-07-02
基金资助
国家重点研发计划(2023YFA1506404); 甘肃省科技计划(23ZDFA003); 甘肃省科技计划(23JRRA1144); 甘肃省科技计划(23JRRA1028); 甘肃省科技计划(23CXGA0043); 兰州市科技计划(2023-1-17); 兰州市科技计划(2023-QN-18); 中央高校基本科研业务专项(lzujbky-2022-ct03); 中央高校基本科研业务专项(lzujbky-2022-sp09); 中央高校基本科研业务专项(lzujbky-2023-ct02); 中央高校基本科研业务专项(lzujbky-2023-pd08); 陇药协同创新中心和甘肃省药物研发计划(2022GSMPA0010)
Total Synthesis of trans-4'a-Methyl-3',4'a,9',10',10'a-hexahydro-spiro[cyclobutane-1,1'(2H)-phenanthrene]
Received date: 2024-04-18
Revised date: 2024-05-26
Online published: 2024-07-02
Supported by
National Key R&D Program of China(2023YFA1506404); Science and Technology Program of Gansu Province(23ZDFA003); Science and Technology Program of Gansu Province(23JRRA1144); Science and Technology Program of Gansu Province(23JRRA1028); Science and Technology Program of Gansu Province(23CXGA0043); Lanzhou Science and Technology Planning Project(2023-1-17); Lanzhou Science and Technology Planning Project(2023-QN-18); Fundamental Research Funds for the Central Universities(lzujbky-2022-ct03); Fundamental Research Funds for the Central Universities(lzujbky-2022-sp09); Fundamental Research Funds for the Central Universities(lzujbky-2023-ct02); Fundamental Research Funds for the Central Universities(lzujbky-2023-pd08); Collaborative Innovation Center for Northwestern Chinese Medicine of Lanzhou University and the Drug Research Project of Gansu Province(2022GSMPA0010)
以苯丙醛为起始原料, 通过两种策略的使用完成trans-4'a-methyl-3',4'a,9',10',10'a-hexahydro-spiro[cyclobutane- 1,1'(2H)-phenanthrene]的首次全合成. 具体的关键步骤分别为金催化的1,3-酰基迁移/串联环化和InI3催化的多烯环化.
戴伟昊 , 霍晨雨 , 郑天禄 , 朱道勇 , 王少华 . trans-4'a-Methyl-3',4'a,9',10',10'a-hexahydro-spiro[cyclobutane-1,1'(2H)-phenanthrene]的全合成[J]. 有机化学, 2024 , 44(11) : 3386 -3391 . DOI: 10.6023/cjoc202404026
The efficient total synthesis of trans-4'a-methyl-3',4'a,9',10',10'a-hexahydro-spiro[cyclobutane-1,1'(2H)- phenanthrene] has been accomplished starting from commercially available 3-phenylpropanal by two routes which take Au-catalyzed 1,3-acyloxy migration/cyclization cascade and InI3-catalyzed polyene-type cyclization as the key synthesis steps, respecti- vely.
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