Sequential Retro-Ene Arylation Reaction of N-Alkoxyenamides for the Synthesis of tert-Alkylamines

Sequential Retro-Ene Arylation Reaction of N-Alkoxyenamides for the Synthesis of tert-Alkylamines
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DOI:
10.1021/ol4014238
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发表时间:
2013-07-05
期刊:
影响因子:
5.2
通讯作者:
Miyata, Okiko
Miyata, Okiko
中科院分区:
化学1区
文献类型:
--
作者:
Miyoshi, Tetsuya;Matsuya, Syota;Miyata, Okiko

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通过将三芳基铝试剂亲核加成到原位生成的 N-酰基酮亚胺上,开发了连续逆烯基芳基化反应,以良好的产率将 N-烷氧基烯酰胺转化为相应的叔烷基胺。该反应能够耐受一系列官能团,并且可以轻松获得一系列叔烷基胺,而使用常规方法很难获得这些叔烷基胺。
A sequential retro-ene arylation reaction has been developed for the conversion of N-alkoxyenamides to the corresponding tert-alkylamines in good yields via the nucleophilic addition of a triarylaluminum reagent to an in situ generated N-acylketimine. The reaction is tolerant of a range of functional groups and provides facile access to a series of tert-alkylamines that would be otherwise difficult to access using conventional procedures.