caa a22 4500 475762150 CHVBK 20180406123554.0 cr unu---uuuuu 170329e20001101xx s 000 0 eng 10.1007/BF02494933 doi (NATIONALLICENCE)springer-10.1007/BF02494933 Synthesis of two new chloro derivatives of the guaianolide grossmisin and the crystal structure of one derivative [Elektronische Daten] [O. Alebastrov, S. Pigiltsova, G. Atazhanova, V. Raldugin, M. Shakirov, I. Bagryanskaya, Yu. Gatilov, A. Kulyjiasov, S. Adekenov, G. Tolstikov] The reaction of grossmisin (8α-hydroxyachillin,1) with chlorine in benzene afforded a mixture of products. The less polar product readily crystallized after chromatography. According to the X-ray diffraction data, this product has the structure of 1α,10β-dichloro-1,10-dihydrogrossmisin. The second chloro derivative of grossmisin,viz., 8β-chloroachillin, was prepared in good yield by the reaction of lactone1 with PCl5 in CHCl3 in the presence of Py. Kluwer Academic/Plenum Publishers, 2000 sesquiterpenoids nationallicence guaianolides nationallicence grossmisin nationallicence chlorination nationallicence X-ray diffraction analysis nationallicence two-dimensional NMR spectroscopy nationallicence Alebastrov O. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut Pigiltsova S. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut Atazhanova G. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut Raldugin V. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut Shakirov M. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut Bagryanskaya I. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut Gatilov Yu Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut Kulyjiasov A. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut Adekenov S. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut Tolstikov G. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/11(2000-11-01), 1902-1904 1066-5285 49:11<1902 2000 49 11172 https://doi.org/10.1007/BF02494933 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02494933 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Alebastrov O. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut NATIONALLICENCE 700 1- Pigiltsova S. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut NATIONALLICENCE 700 1- Atazhanova G. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut NATIONALLICENCE 700 1- Raldugin V. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut NATIONALLICENCE 700 1- Shakirov M. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut NATIONALLICENCE 700 1- Bagryanskaya I. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut NATIONALLICENCE 700 1- Gatilov Yu Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut NATIONALLICENCE 700 1- Kulyjiasov A. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut NATIONALLICENCE 700 1- Adekenov S. Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032, Karaganda, Kazakhstan aut NATIONALLICENCE 700 1- Tolstikov G. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation aut NATIONALLICENCE 773 0- Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/11(2000-11-01), 1902-1904 1066-5285 49:11<1902 2000 49 11172 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer