Division of Organic Chemistry, CSIR-National Chemical Laboratory , Pune 411 008, India.
J Org Chem. 2017 May 5;82(9):4875-4882. doi: 10.1021/acs.joc.7b00606. Epub 2017 Apr 14.
A concise synthesis of functionalized cyclohexenone-fused spirobenzofuran-3-ones under mild reaction conditions was developed. The reaction proceeds via insertion of aryne into the C-O bond followed by a regioselective intramolecular conjugate addition. The use of silyl-protected acid was crucial for the transformation. This protocol was successfully applied for the synthesis of leptosphaerin C core and its novel analogues.
发展了一种在温和反应条件下合成功能化环己烯酮并环螺[苯并呋喃-3-酮]的简洁方法。该反应通过芳炔插入 C-O 键进行，随后进行区域选择性的分子内共轭加成。硅基保护酸的使用对转化至关重要。该方法成功应用于莱菔硫烷 C 核及其新型类似物的合成。
