Synthesis of two new chloro derivatives of the guaianolide grossmisin and the crystal structure of one derivative |
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| Authors: | O V Alebastrov S A Pigiltsova G A Atazhanova V A Raldugin M M Shakirov I Yu Bagryanskaya Yu V Gatilov A T Kulyjiasov S M Adekenov G A Tolstikov |
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| Institution: | (1) Institute of Phytochemistry, Ministry of Sciences and High Education of the Kazakhstan Republic, 4 ul. Gazalieva, 470032 Karaganda, Kazakhstan;(2) Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090 Novosibirsk, Russian Federation |
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| Abstract: | 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.
Published inIzvestiya Akademii Nauk Seriya Khimicheskaya, No. 11, pp. 1932–1934, November, 2000. |
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| Keywords: | sesquiterpenoids guaianolides grossmisin chlorination X-ray diffraction analysis two-dimensional NMR spectroscopy |
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