Abstract:
Natural (5Z,9Z)-dienoic acids and key precursors of biologically active trienoic acids were prepared in high yields and with high stereoselectivity using cross-cyclomagnesiation of terminal and oxygenated 1,2-dienes with EtMgBr in the presence of Mg metal and Cp2TiCl2 catalyst at the key step.
Citation:
V. A. D'yakonov, A. A. Makarov, A. R. Salimova, E. N. Andreev, U. M. Dzhemilev, “A new stereoselective synthesis of biologically active di- and trienoic acids containing a (1Z,5Z)-diene moiety”, Mendeleev Commun., 27:3 (2017), 234–236
Linking options:
https://www.mathnet.ru/eng/mendc1952
https://www.mathnet.ru/eng/mendc/v27/i3/p234
This publication is cited in the following 5 articles:
U. M. Dzhemilev, L. U. Dzhemileva, V. A. D'yakonov, “Metallacomplex catalysis in the synthesis of regular isoprenoids”, Russ Chem Bull, 72:2 (2023), 404
A.P. Sadimenko, Comprehensive Heterocyclic Chemistry IV, 2022, 874
Vladimir A. D'yakonov, Lilya U. Dzhemileva, Usein M. Dzhemilev, “Natural compounds with bis-methylene-interrupted Z-double bonds: plant sources, strategies of total synthesis, biological activity, and perspectives”, Phytochem Rev, 20:1 (2021), 325
Miaomiao Zhu, Liang Liu, Hai‐Tao Yu, Wen‐Xiong Zhang, Zhenfeng Xi, “Alkenyl Magnesium Compounds: Generation and Synthetic Application”, Chemistry A European J, 24:72 (2018), 19122
V. A. D'yakonov, I. I. Islamov, E. M. Khusainova, U. M. Dzhemilev, “Original catalytic synthesis of macrodiolides containing a 1Z,5Z-diene moiety”, Mendeleev Commun., 28:5 (2018), 503–504
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