State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering , Lanzhou University , Lanzhou 730000 , P. R. China.
Org Lett. 2018 May 4;20(9):2509-2512. doi: 10.1021/acs.orglett.8b00238. Epub 2018 Apr 16.
Concise total syntheses of callistrilones A-E have been achieved from 7 and commercially available α-phellandrene (8). The synthetic strategy, which was primarily inspired by the biogenetic hypothesis, was enabled by an oxidative [3 + 2] cycloaddition followed by a Michael addition and an intramolecular nucleophilic addition to construct the target molecules. Moreover, viminalin I was also synthesized, and its absolute configuration was unambiguously confirmed.
已从 7 和市售的α-水芹烯(8)实现了 calistrilones A-E 的简洁全合成。该合成策略主要受到生物发生假说的启发,通过氧化[3+2]环加成反应,然后进行迈克尔加成和分子内亲核加成,构建目标分子。此外,还合成了 viminalin I,并明确确定了其绝对构型。