化学
吡咯烷
哌啶
部分
色胺
壬烷
戒指(化学)
分子内力
环闭合复分解
立体化学
吲哚试验
复分解
双环分子
烷基化
色胺
组合化学
催化作用
有机化学
生物化学
聚合
聚合物
作者
Liang Huo,Yunxia Yang,Xiaofei Gao,Wei Chen,Xuegong She,Xiao‐Ping Cao
标识
DOI:10.1021/acs.orglett.4c00928
摘要
Herein, we report a formal synthesis of (±)-arborisidine via the creation of Jiao's intermediate with the critical caged structure. Starting from tryptamine, a Pictet-Spengler cyclization forged the piperidine ring, a Pd-catalyzed indole allylation and ring-closing metathesis protocol afforded a bridged aza-bicyclo[3.3.1]nonane moiety, and an intramolecular N-alkylation closed the final pyrrolidine ring. This study provides a new approach to the unique caged framework of arborisidine and relevant alkaloids.
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