School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
J Org Chem. 2011 Oct 7;76(19):8082-7. doi: 10.1021/jo201395n. Epub 2011 Aug 29.
A short synthesis of the natural product balsaminone A, a dinaphthofuran quinone, is described. The key steps of the synthesis are base-induced coupling of 1,4-dihydroxy-2-naphthaldehyde with 2,3-dichloronaphthoquinone to give a pentacyclic dinaphthofuran directly, followed by conversion of the aldehyde into the desired methoxy group via the corresponding phenol. The synthesis, in which the structure of a key pentacyclic intermediate is corroborated by X-ray crystallography, confirms the original structural assignment of the natural product.
天然产物巴尔萨米酮 A（一种二萘并呋喃醌）的简短合成描述如下。该合成的关键步骤是在碱诱导下，使 1,4-二羟基-2-萘甲醛与 2,3-二氯萘醌直接偶联，得到一个五环二萘并呋喃，然后通过相应的苯酚将醛基转化为所需的甲氧基。该合成通过 X 射线晶体学证实了关键五环中间体的结构，从而确认了天然产物的原始结构。
