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铱催化氮杂环丙烷酮通过串联不对称烯丙基烷基化/氮杂-Cope重排进行对映选择性α-烷基化反应。

Enantioselective iridium catalyzed α-alkylation of azlactones by a tandem asymmetric allylic alkylation/aza-Cope rearrangement.

作者信息

Bai Xue-Dan, Zhang Qing-Feng, He Ying

机构信息

School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing, 210094, China.

出版信息

Chem Commun (Camb). 2019 May 9;55(39):5547-5550. doi: 10.1039/c9cc01450k.

DOI:10.1039/c9cc01450k
PMID:30993284
Abstract

The development of an iridium catalyzed enantioselective α-alkylation of azlactones has been described. The reaction provides rapid access to a wide range of enantio-enriched quaternary carbon center allylated 2,4-diaryloxazol-5(2H)-ones in excellent yields with high enantioselectivities. The transformation was achieved through a tandem allylic alkylation/aza-Cope rearrangement, affording the desired products under mild conditions. Ultimately, the resulting products could be readily converted into diverse enantio-enriched derivatives which highlight the importance of the methodology.

摘要

已报道了铱催化的恶唑烷酮对映选择性α-烷基化反应的进展。该反应能快速得到一系列对映体富集的季碳中心烯丙基化的2,4-二芳基恶唑-5(2H)-酮,产率优异,对映选择性高。该转化通过串联烯丙基烷基化/氮杂-Cope重排实现,在温和条件下得到所需产物。最终,所得产物可轻松转化为多种对映体富集的衍生物,突出了该方法的重要性。

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Enantioselective iridium catalyzed α-alkylation of azlactones by a tandem asymmetric allylic alkylation/aza-Cope rearrangement.铱催化氮杂环丙烷酮通过串联不对称烯丙基烷基化/氮杂-Cope重排进行对映选择性α-烷基化反应。
Chem Commun (Camb). 2019 May 9;55(39):5547-5550. doi: 10.1039/c9cc01450k.
2
Correction: Enantioselective iridium catalyzed α-alkylation of azlactones by a tandem asymmetric allylic alkylation/aza-Cope rearrangement.更正:通过串联不对称烯丙基烷基化/氮杂-Cope重排实现铱催化的恶唑酮对映选择性α-烷基化反应。
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