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Usage Statistics Cite this paper as: Imai, M.; Watanabe, M.; Burmester, C.; Mataka, S.; Thiemann, T. Oxidative degradation of a steroidal isoxazoline: 1-formyl-7-methoxy-2-methylphenanthrene from 3'-methoxyestra-1',3',5'(10')-trieno(16',17':4,5)isoxazoline. In Proceedings of the 13th Int. Electron. Conf. Synth. Org. Chem., 1-30 November 2009; Sciforum Electronic Conferences Series, 2009, a013:1-6.
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13th Int. Electron. Conf. Synth. Org. Chem. 2009, a013:1-6
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Oxidative degradation of a steroidal isoxazoline: 1-formyl-7-methoxy-2-methylphenanthrene from 3'-methoxyestra-1',3',5'(10')-trieno(16',17':4,5)isoxazoline
Masao Imai a, Masataka Watanabe a, Christian Burmester b, Shuntaro Mataka b and Thies Thiemann a,c,* 
a Interdisciplinary Graduate School of Engineering Sciences, Kyushu University, 6-1, Kasuga-koh-en, Kasuga-shi 816-8580, Fukuoka-ken, Japan;
b Institute of Materials Chemistry and Engineering, Kyushu University, 6-1, Kasuga-koh-en, Kasuga-shi 816-8580, Fukuoka-ken, Japan;
c Present address: Department of Chemistry, Faculty of Sciences, United Arab Emirates University, PO Box 17551, Al Ain, United Arab Emirates;
* Author to whom correspondence should be addressed.
(This article belongs to the section A. General Organic Synthesis)
Abstract: Estra-1,3,5(10),16-tetraene was converted to an estra-1',3',5'(10')- trieno(16',17':4,5)isoxazoline. The isoxazoline was transformed to a substituted 1- formylphenanthrene by the action of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ).
Keywords: Estrane, steroid, isoxazole, dehydrogenation, 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ)
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