Cu(I)‐Catalyzed Asymmetric Cross‐Coupling of  N ‐Tosylhydrazones and Trialkylsilylethynes: Enantioselective Construction of C(sp)—C(sp 3 ) Bonds | Zendy

Chu WenDao | Zendy; Guo Fangfang | Zendy; Yu Lefei | Zendy; Hong Junting | Zendy; Liu Qianyi | Zendy; Mo Fanyang | Zendy; Zhang Yan | Zendy; Wang Jianbo | Zendy

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Cu(I)‐Catalyzed Asymmetric Cross‐Coupling of N ‐Tosylhydrazones and Trialkylsilylethynes: Enantioselective Construction of C(sp)—C(sp 3 ) Bonds

Author(s) -

Chu WenDao,

Guo Fangfang,

Yu Lefei,

Hong Junting,

Liu Qianyi,

Mo Fanyang,

Zhang Yan,

Wang Jianbo

Publication year - 2018

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201700633

Subject(s) - chemistry , enantioselective synthesis , phosphoramidite , catalysis , carbene , stereochemistry , coupling (piping) , medicinal chemistry , combinatorial chemistry , organic chemistry , dna , biochemistry , oligonucleotide , mechanical engineering , engineering

The first catalytic enantioselective C(sp)―C(sp 3 ) cross‐coupling reaction between N ‐tosylhydrazones and trialkylsilylethynes in the presence of Cu(I) salts and chiral phosphoramidite ligands was developed. A series of synthetically interesting, functionalized alkynes were obtained with moderate to good enantioselectivities (up to 83% ee). Cu(II) carbene migratory insertion is proposed to be the enantio‐determining step.

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