Das Prasanta, Valente Edward J, Hamme Ashton T
Department of Chemistry & Biochemistry, Jackson State University 1400 J. R. Lynch St, PO Box 17910, Jackson, Ms 39217, USA, , Tel: (+)1 601 979 3713, Homepage: http://www.jsums.edu/chemistry/ashton-t-hamme-ii/
Department of Chemistry, University of Portland, 5000 N Willamette Blvd., Portland, OR 97203, USA.
European J Org Chem. 2014 May 1;2014(13):2659-2663. doi: 10.1002/ejoc.201400009.
A model study of the first non-aromatic ring based approach toward α-hydroxyspiroisoxazolines resembling the bromotyrosine derived natural product and analogous spiroisoxazoline core structures were implemented. The desired molecular architecture was achieved through the multifunctionalization of a key 1,3-diketo spiroisoxazoline. Our strategy could serve as an efficient alternative of previously developed approaches that utilize an aromatic ring oxidation as the essential step to synthesize this class of natural products.
开展了一项模型研究，该研究采用基于首个非芳香环的方法来合成类似于溴酪氨酸衍生天然产物及类似螺异恶唑啉核心结构的α-羟基螺异恶唑啉。通过关键的1,3-二酮螺异恶唑啉的多功能化实现了所需的分子结构。我们的策略可作为先前开发方法的有效替代方案，此前的方法利用芳香环氧化作为合成这类天然产物的关键步骤。
