A Synthetic Strategy toward Eight-Membered Cyclic Amines by Cycloetherification and Claisen Rearrangement.

A Synthetic Strategy toward Eight-Membered Cyclic Amines by Cycloetherification and Claisen Rearrangement.
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通过循环化和claisen重排来实现八元环胺的合成策略。

DOI:
10.1021/acs.orglett.1c00763
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发表时间:
2021-05-07
期刊:
影响因子:
5.2
通讯作者:
Stoltz BM
Stoltz BM
中科院分区:
化学1区
文献类型:
--
作者:
Han SJ;Cavitt MA;Stoltz BM

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通过镍催化的环醚化反应和随后的Claisen重排反应,顺利地合成了八元含氮杂环化合物。特别地,用叔醇以适度至良好的产率实现了一锅转化。该反应操作简单,可耐受多种官能团,适用于各种中等环含氮杂环的合成。
Eight-membered nitrogen containing heterocycles were smoothly produced by a nickel-catalyzed cycloetherification and subsequent Claisen rearrangement of secondary and tertiary alcohols. In particular, a one-pot transformation was achieved with tertiary alcohols in modest to good yields. This operationally simple reaction is tolerant of many functional groups and applicable to the synthesis of various medium-sized ring nitrogen containing heterocycles.
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