羟醛反应
全合成
吡那考
非对映体
二碘化钐
立体化学
化学
芳樟醇
钐
有机化学
催化作用
色谱法
精油
作者
Benjamin M. Gross,Seo‐Jung Han,Scott C. Virgil,Brian M. Stoltz
标识
DOI:10.26434/chemrxiv-2023-lt9vb
摘要
ABSTRACT: We report the total synthesis of the furanobutenolide-derived diterpenoid (+)-ineleganolide. The synthetic approach relies on a convergent strategy, based on the coupling of two enantioenriched fragments which are derived from (-)-linalool and (+)-norcarvone respectively. A high-yielding, one-step Michael addition and aldol cascade furnishes a pentacyclic framework as a single diastereomer, overcoming previous challenges in controlling stereochemistry. The endgame features an O2 facilitated C-H oxidation and a samarium diiodide induced semi-pinacol rearrangement to furnish the highly rigid central seven membered ring.
科研通智能强力驱动
Strongly Powered by AbleSci AI