Asymmetric synthesis of a functionalized tricyclo[6.2.0.02,6]decane ring system present in kelsoene and poduran

Journal of Chemical Sciences

Amrita Ghosh¹  Subrata Ghosh1¹ 

[1] Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700032, India$$

关键词: Asymmetric synthesis;    cycloaddition;    metathesis;    terpenes.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

Synthesis of a functionalized tricyclo[6.2.0.02,6]decane derivative in enantiomerically pure form, the core structure present in the natural products kelsoene and poduran, is described. The key steps involve a stereocontrolled copper (I)-catalyzed intramolecular [2+2] photocycloaddition of a 1, 6-diene prepared from D-mannitol to form a substituted bicyclo[3.2.0]heptane derivative and a ring closing olefin metathesis involving the vicinal substituents on the five-membered ring of the bicyclo[3.2.0]heptane derivative.

【 授权许可】

Unknown