SmI2-mediated couplings of α-amino acid derivatives. Formal synthesis of (-)-pumiliotoxin 251D and (±)-epiquinamide.
SmI2-mediated couplings of α-amino acid derivatives. Formal synthesis of (-)-pumiliotoxin 251D and (±)-epiquinamide.
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DOI:
10.1021/ol400903n
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发表时间:
2013-05
期刊:
影响因子:
5.2
通讯作者:
V. D. Pinho;D. Procter;A. Burtoloso
中科院分区:
文献类型:
--
作者:
V. D. Pinho;D. Procter;A. Burtoloso
The coupling between cyclic and acyclic α-amino acid derivatives and methyl acrylate, mediated by samarium diiodide, is described. The method constitutes a powerful tool to construct indolizidine, quinolizidine, and piperidine systems in a straightforward two-step fashion. The formal synthesis of (-)-pumiliotoxin 251D and (±)-epiquinamide is achieved after two or three steps from these amino acid derivatives.