期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 143, 期 23, 页码 8583-8589出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c03498
关键词
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资金
- National Natural Science Foundation of China [21971103, 21672229]
- Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]
- Shenzhen Science and Technology Innovation Commission [JCYJ20200109141408054]
A one-pot reaction has been developed for the stereodivergent synthesis of diverse 2,3-disubstituted dihydrobenzofurans under mild conditions with high yields and stereoselectivity. By appropriate permutations of two chiral catalysts, a wide range of chiral products can be accessed, demonstrating the ability of two chiral catalysts to independently control two contiguous stereogenic centers.
A one-pot rhodium-catalyzed C-H functionalization/organocatalyzed oxa-Michael addition cascade reaction has been developed. This methodology enables the stereodivergent synthesis of diverse 2,3-disubstituted dihydrobenzofurans with broad functional group compatibility in good yields with high levels of stereoselectivity under exceptionally mild conditions. The full complement of stereoisomers of chiral 2,3-disubstituted dihydrobenzofurans and 3,4-disubstituted isochromans could be accessed at will by appropriate permutations of the two chiral catalysts. The current work provides a rare example of two chiral catalysts independently controlling two contiguous stereogenic centers subsequently via a two-step reaction in a single operation.
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