化学
分子内力
Stille反应
双环分子
立体化学
SN2反应
戒指(化学)
亲核取代
全合成
醛
乙醚
亲核细胞
药物化学
有机化学
催化作用
聚合物
作者
Weizhao Zhao,Duo Zhang,Yuran Wang,Mingming Yang
摘要
The first and asymmetric total syntheses of rhodomollins A and B, two rhodomollane type grayanoids featuring a d-homograyanane carbon skeleton and an oxa-bicyclo[3.2.1] core, were accomplished via a convergent strategy. A Stille coupling and a lithium-halogen exchange/intramolecular nucleophilic addition to the aldehyde sequence were employed to assemble two enantioenriched fragments. The oxa-bicyclo[3.2.1] core was achieved through an intramolecular SN2 substitution of cyclic sulfate of 1,2-diols (Williamson ether synthesis). The A ring oxidation states were adjusted by a Payne/Meinwald rearrangement sequence and subsequent redox transformations.
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