期刊
ACS CATALYSIS
卷 9, 期 6, 页码 4951-4957出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.9b00695
关键词
diaryliodonium salts; axially chiral biaryl; copper catalysis; acyloxylation; diversity oriented synthesis
资金
- NSFC [21871234]
- Zhejiang Provincial NSFC for Distinguished Young Scholars [LR15H300001]
We report here a Cu-catalyzed enantioselective acyloxylation of cyclic diaryliodonium salts. With readily available cyclic diaryliodonium salts and ubiquitous aliphatic or (hetero)aromatic carboxylic acids as the starting materials, various axially chiral acyloxylated 2-iodobiaryls were prepared in excellent yield and with excellent enantioselectivity (mostly 99% yield and 99% ee). Density functional theory calculations were conducted to reveal the stereo- and regioselectivities. This simple reaction protocol can be employed for the late-stage modification of some drug molecules. Finally, by diversity-oriented transformations, these acyloxylated 2-iodobiaryl products can be easily transformed into diverse valuable functionalized biaryls that could be used as chiral ligands or functional materials.
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