作者:Showkat Rashid、Auqib Rashid、Bilal A. Bhat
DOI:10.1080/00397911.2022.2119414
日期:2022.10.18
Abstract Gram scale synthesis of (±)-paeoveitol, a nor-diterpene harboring an unusual benzofuran stitched benzopyran 6/5/6/6 tetracyclic ring system, and its analogues, emanating from bench-top reagents is reported. Scandium triflate-mediated inverse electron demand [4 + 2] cycloaddition reaction between pre-synthesized paeoveitol-D analogue (dienophile) and ortho-quinone methide precursor (diene)
摘要 报告了 (±)-paeoveitol 的克级合成,这是一种去甲二萜,具有不寻常的苯并呋喃缝合苯并吡喃 6/5/6/6 四环系统及其类似物,源自台式试剂。三氟甲磺酸钪介导的逆电子需求 [4 + 2] 预合成的紫叶醇-D 类似物(亲二烯体)和邻-醌甲基化物前体(二烯)之间的环加成反应,两者均由相同的起始材料交付(±)-紫叶醇屈服。合成策略的微调不仅有助于获得可扩展数量的天然产物,而且还为寻找以多样性为导向的类似物合成提供了充足的空间。