Sudhakar Gangarajula, Bayya Shruthi, Kadam Vilas D, Nanubolu Jagadeesh Babu
Division of CPC (Organic Chemistry-II), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, India.
Org Biomol Chem. 2014 Aug 14;12(30):5601-10. doi: 10.1039/c4ob00950a. Epub 2014 Jun 23.
The first stereoselective total synthesis of gonytolide C, which is a monomeric unit of an innate immune promoter gonytolide A, has been accomplished from the aldol reaction between acetophenone derived from orcinol and butyrolactone containing α-keto ester followed by the excellent diastereoselective intramolecular cyclization. The first total synthesis of gonytolide G has been achieved by the oxidation of benzylic methyl in gonytolide C. Additionally, total synthesis of lachnone C and a formal synthesis of blennolide C and diversonol have been achieved by this synthetic method.
首次立体选择性全合成了戈尼内酯C，它是一种先天性免疫促进剂戈尼内酯A的单体单元，该合成是通过间苯二酚衍生的苯乙酮与含α-酮酯的丁内酯之间的羟醛反应，随后进行出色的非对映选择性分子内环化反应来完成的。通过氧化戈尼内酯C中的苄基甲基，首次实现了戈尼内酯G的全合成。此外，利用这种合成方法还实现了lachnone C的全合成以及blennolide C和diversonol的形式合成。
