Please use this identifier to cite or link to this item: http://earsiv.odu.edu.tr:8080/xmlui/handle/11489/3150
Title: Stereoselective Synthesis of Tricyclo[6.2.2.0(2,7)]dodecane-3,6,9,10-tetrol via Selective Reduction of ,-Unsaturated 1,4-DIKetone
Authors: Kelebekli, Latif
Ordu Üniversitesi
0000-0002-6242-2589
Keywords: Stereoselective synthesis of tricyclo[6.2.2.0(2,7)]dodecane-3,6,9,10-tetrol was developed starting from p-benzoquinone. The endo selective Diels-Alder cycloaddition of p-benzoquinone and 1,3-cyclohexadiene afforded the corresponding bicyclic diketone. The synthesis of the title compound was based on the cycloadduct by selective reduction with NaBH4, acetylation with AcCl, and hydroxylation with OsO4-NMO. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource: Full experimental and spectral details.]
Issue Date: 2013
Publisher: TAYLOR & FRANCIS INC530 WALNUT STREET, STE 850, PHILADELPHIA, PA 19106
Abstract: Stereoselective synthesis of tricyclo[6.2.2.0(2,7)]dodecane-3,6,9,10-tetrol was developed starting from p-benzoquinone. The endo selective Diels-Alder cycloaddition of p-benzoquinone and 1,3-cyclohexadiene afforded the corresponding bicyclic diketone. The synthesis of the title compound was based on the cycloadduct by selective reduction with NaBH4, acetylation with AcCl, and hydroxylation with OsO4-NMO. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource: Full experimental and spectral details.]
URI: http://doi.org/10.1080/00397911.2012.754472
http://earsiv.odu.edu.tr:8080/xmlui/handle/11489/3150
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