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Ir-Catalyzed Biomimetic Photoisomerization of Cyclopropane in Lathyrane-Type Euphorbia Diterpenes.
Wang, Neng; Xu, Jin-Bu; Li, Xiao-Huan; Zhou, Xian-Li; Gao, Feng.
Affiliation
  • Wang N; Sichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.
  • Xu JB; Sichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.
  • Li XH; Sichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.
  • Zhou XL; Sichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.
  • Gao F; Sichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.
Org Lett ; 24(47): 8598-8602, 2022 12 02.
Article in En | MEDLINE | ID: mdl-36403148
ABSTRACT
An efficient Ir-catalyzed biomimetic method for photoisomerization of cyclopropane in lathyrane-type Euphorbia diterpenes is reported. Lathyrane diterpenes featuring the trans-fused cyclopropane (1a-5a) were successfully prepared from cis-cyclopropane lathyranes (1-5) in excellent yields by this stereochemical permutations strategy, which first verified the biogenesis relationship between the lathyrane isomers. Moreover, 5a could further convert into another trans-isomer 5b. The present work provides a convenient route for easy access of naturally rare 12(Z)-trans-cyclopropane lathyranes.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Euphorbia / Diterpenes Language: En Journal: Org Lett Year: 2022 Document type: Article
Fulltext
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XML
PubMed Links
Search on Google

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Euphorbia / Diterpenes Language: En Journal: Org Lett Year: 2022 Document type: Article