Citation: Xiao Pei GUAN, Jian Guang SUN, Yong Zhong YU. STRUCTURAL MODIFICATION OF 11-ISOPROPYLIDENE endo-TRICYCLO[6.2.1.0^2,7]UNDECA-4,9-DIENE-3,6-DIONE TO IMPROVE THE STABILITY[J]. Chinese Chemical Letters, ;1995, 6(11): 931-934. shu

STRUCTURAL MODIFICATION OF 11-ISOPROPYLIDENE endo-TRICYCLO[6.2.1.0^2,7]UNDECA-4,9-DIENE-3,6-DIONE TO IMPROVE THE STABILITY

College of Chemical Engineering and Materials Science, Beijing Institute of Technology 100081 Beijing

Received Date: 14 April 1995

Selective epoxidation of 11-ene double bond in 11-isopropylidene-endo-tricyclo[6.2.1.0^2.7]undeca-4,9-diene-3.6-dione (1a) by mCPBA afforded exclusively syn-epoxide 3,3 is much more stable than 1a. Photocycloaddition of 3 resulted the corresponding trishomocubane 4. Single crystal X-ray analysis of 4 was carried out to establish the stereochemistry of the epoxide moiety.
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