期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 45, 页码 16252-16259出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201908495
关键词
asymmetric catalysis; cyclizations; desymmetrization; heterocycles; organocatalysis
资金
- National Natural Science Foundation of China [21622204, 91545105, 21772161]
- Xiamen University [20720180036]
- NFFTBS [J1310024]
- PCSIRT
- Science & Technology Cooperation Program of Xiamen [3502Z20183015]
Described herein is an organocatalytic enantioselective desymmetrizing cycloisomerization of arylsulfonyl-protected ynamide cyclohexanones, representing the first metal-free asymmetric Conia-ene-type carbocyclization. This method allows the highly efficient and atom-economical construction of a range of valuable morphans with wide substrate scope and excellent enantioselectivity (up to 97 % ee). In addition, such a cycloisomerization of alkylsulfonyl-protected ynamide cyclohexanones can lead to the divergent synthesis of normorphans as the main products with high enantioselectivity (up to 90 % ee). Moreover, theoretical calculations are employed to elucidate the origins of regioselectivity and enantioselectivity.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据