Multicomponent assembly processes for the synthesis of diverse yohimbine and corynanthe alkaloid analogues.

Multicomponent assembly processes for the synthesis of diverse yohimbine and corynanthe alkaloid analogues.
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DOI:
10.1021/co400055b
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发表时间:
2013-07-08
影响因子:
--
通讯作者:
Martin, Stephen F.
Martin, Stephen F.
中科院分区:
化学3区
文献类型:
--
作者:
Granger, Brett A.;Wang, Zhigian;Kaneda, Kyosuke;Fang, Zhenglai;Martin, Stephen F.

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A strategy involving a Mannich-type multicomponent assembly process followed by a 1,3-dipolar cycloaddition has been developed for the rapid and efficient construction of parent heterocyclic scaffolds bearing indole and isoxazolidine rings. These key intermediates were then readily elaborated using well-established protocols for refunctionalization and cross-coupling to access a diverse 180-member library of novel pentacyclic and tetracyclic compounds related to the Yohimbine and Corynanthe alkaloids. Several other new multicomponent assembly processes were developed to access dihydro-β-carboline-fused benzodiazepines, pyrimidinediones, and rutaecarpine derivatives.
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