通过分子内 vinylogous 醛醇反应合成 (+)-peloruside A。
Toward the synthesis of (+)-peloruside A via an intramolecular vinylogous aldol reaction.
机构信息
Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309-0215, USA.
出版信息
Org Lett. 2012 Jan 6;14(1):178-81. doi: 10.1021/ol202966m. Epub 2011 Dec 12.
Abstract
The use of the intramolecular vinylogous aldol reaction for the preparation of an advanced intermediate for the synthesis of peloruside A is described. The reaction was applied to compound 19 and proceeds in high yield and good levels of diastereoselectivity. Application of the Achmatowicz reaction to this intermediate provided the corresponding pyranone, a late stage intermediate well positioned for conversion to the natural product.
摘要
本文描述了一种用于制备佩洛鲁斯苷 A 合成中高级中间体的分子内 vinylogous 醛醇反应。该反应应用于化合物 19，产率高，非对映选择性好。将 Achmatowicz 反应应用于该中间体得到相应的吡喃酮，这是一种后期中间体，非常适合转化为天然产物。
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