Total synthesis of ()-mersicarpine following a 6- radical cyclization

Described is a total synthesis of racemic mersicarpine from diethyl 4-oxopimelate. The synthetic route takes advantage of a 2-indolyl radical cyclization to construct the pyrido[1,2- a ]indole scaffold bearing the all-carbon quaternary stereocenter. A concise total synthesis of racemic mersicarpine...

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Published in:Organic & biomolecular chemistry 2022-08, Vol.2 (31), p.6193-6195
Main Authors: Peng, Wan-Ling, Jhang, Yin-Jia, Chang, Chieh-Yu, Peng, Po-Kai, Zhao, Wei-Ting, Wu, Yen-Ku
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Summary:Described is a total synthesis of racemic mersicarpine from diethyl 4-oxopimelate. The synthetic route takes advantage of a 2-indolyl radical cyclization to construct the pyrido[1,2- a ]indole scaffold bearing the all-carbon quaternary stereocenter. A concise total synthesis of racemic mersicarpine is achieved featuring an application of a 6- exo-trig radical cyclization of a 2-indolyl radical.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob00620k