Cu(I)‐Catalyzed Asymmetric Cross‐Coupling of N‐Tosylhydrazones and Trialkylsilylethynes: Enantioselective Construction of C(sp)—C(sp3) Bonds

Publisher: John Wiley & Sons Inc

E-ISSN: 1614-7065|36|3|217-222

ISSN: 1001-604x

Source: CHINESE JOURNAL OF CHEMISTRY (ELECTRONIC), Vol.36, Iss.3, 2018-03, pp. : 217-222

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Abstract

The first catalytic enantioselective C(sp)―C(sp3) 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.