(-)-Arborisidine 的全合成。
Total Synthesis of (-)-Arborisidine.
机构信息
Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University, Beijing, 100084, China.
出版信息
Angew Chem Int Ed Engl. 2021 Jun 1;60(23):12732-12736. doi: 10.1002/anie.202101161. Epub 2021 Apr 28.
PMID:33779034
Abstract
An asymmetric total synthesis of cage-like indole alkaloid arborisidine is presented. The new synthetic strategy features a catalytic parallel kinetic resolution based on ambident nucleophilicity (C3/N) of indole to set the absolute configurations of the two quaternary chiral centers, and a 5-exo-trig radical cyclization to form the bridged nitrogen-containing five-membered ring.
摘要
呈现了笼状吲哚生物碱 Arborisidine 的不对称全合成。新的合成策略的特点是基于吲哚的双功能亲核性 (C3/N) 的催化平行动力学拆分，以确定两个季碳手性中心的绝对构型，以及 5-endo-trig 自由基环化形成桥接含氮五元环。
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