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. 2020 Nov 2;59(45):19929-19933.
doi: 10.1002/anie.202009255. Epub 2020 Sep 1.

Total Synthesis of Cryptotrione

Mao-Yun Lyu  1 , Zhuliang Zhong  1 , Vanessa Kar-Yan Lo  2 , Henry N C Wong  3   1 , Xiao-Shui Peng  3   1
Affiliations

Total Synthesis of Cryptotrione

Mao-Yun Lyu et al. Angew Chem Int Ed Engl. .

Abstract

The total synthesis of cryptotrione (1) was enabled by substrate-controlled diastereoselective construction of the bicyclo[3.1.0]hexene framework through platinum-catalyzed enyne cycloisomerization and Lewis acid induced polyene cyclization to construct the abietane-type tricyclic diterpene skeleton. The stereogenic tertiary carbon center in the side chain was installed in a diastereodivergent manner by conjugate addition reactions.

Keywords: cyclization; enynes; isomerization; terpenoids; total synthesis.

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References

    1. C.-C. Chen, J.-H. Wu, N.-S. Yang, J.-Y. Chang, C.-C. Kuo, S.-Y. Wang, Y.-H. Kuo, Org. Lett. 2010, 12, 2786-2789.
    1. None
    1. W.-C. Su, J.-M. Fang, Y.-S. Cheng, Phytochemistry 1993, 34, 779-782;
    1. Y. Hirose, S. Hasegawa, N. Ozaki, Y. Iitaka, Tetrahedron Lett. 1983, 24, 1535-1538;
    1. T. Shibuya, Phytochemistry 1992, 31, 4289-4294.

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