Copper‐Catalyzed C−S Coupling of Quaternary Ammonium Salts and Dialkylcarbamodithioic Acid Salts. Issue 5 (20th April 2020)

• Record Type: Journal Article
• Authors: Chen, Hongyi; Zhang, Qiaoling; Zheng, Wenting; Yang, Hongqin; Zeng, Qingle
• Is Part Of: Asian journal of organic chemistry. Volume 9:Issue 5(2020)
• Page Start: 773
• Page End: 777
• Publication Date: 2020-04-20
• Subjects: alkyl dialkylcarbamodithioates -- chiral pool -- cleavage reactions -- cross-coupling -- copper -- synthetic methods; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.202000163
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An efficient synthesis of (chiral) alkyl dialkylcarbamodithioates via a CuI‐catalyzed C−S cross‐coupling reaction of (chiral) quaternary ammonium salts and (chiral) dialkylcarbamodithioic acid salts has been developed. C−S coupling products were obtained with extremely high ee values and yields, with enantioenriched arylmethyl trimethylammonium triflates affording the inverse absolute configuration. Abstract : An efficient synthesis of (chiral) alkyl dialkylcarbamodithioates via the CuI‐catalyzed C−S cross‐coupling reaction of (chiral) quaternary ammonium salts and (chiral) dialkylcarbamodithioic acid salts has been developed. C−S coupling products were obtained with values and yields, with enantioenriched arylmethyl trimethylammonium triflates affording the inverse absolute configuration.