Diastereoselective Cross-Dehydrogenative Coupling Reactions of Amides with Diarylmethanes Using DDQ through Oxidative C-H Benzylic Activation

被引:0
作者
Kimura, Nagisa [1 ]
Nakata, Kenya [1 ]
机构
[1] Shimane Univ, Grad Sch Nat Sci & Technol, Dept Chem, 1060 Nishikawatsu, Matsue, Shimane 6908504, Japan
关键词
amidation; chiral auxiliaries; C-H bond activation; dehydrogenation; diastereoselectivity; METAL-FREE; BOND FUNCTIONALIZATION; ALKYLATION REACTION; HIGHLY EFFICIENT; ALCOHOLS; SUBSTITUTION; ETHERS; 1,3-DIARYLPROPENES; DIASTEREOMIXTURES; DERIVATIVES;
D O I
10.1055/a-2182-7532
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This study reports the chiral-auxiliary-controlled diastereoselective dehydrogenative coupling of diarylmethanes with amides by using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone as the oxidant. The scope of the proposed reaction is very broad, with a wide variety of substrates and nucleophiles being applicable. The chiral induction can be attributed to the coordination of the oxygen atom on the chiral auxiliary with the carbocation intermediates.
引用
收藏
页码:240 / 244
页数:5
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