Cu‐NHC‐Catalyzed Enantioselective Conjugate Silyl addition to Indol‐1‐ylacrylate Derivatives. Issue 38 (18th October 2019)

• Record Type: Journal Article
• Authors: Shen, Jun‐Jian; Gao, Qian; Wang, Guangzhu; Tong, Min; Chen, Lili; Xu, Senmiao
• Is Part Of: ChemistrySelect. Volume 4:Issue 38(2019)
• Page Start: 11358
• Page End: 11361
• Publication Date: 2019-10-18
• Subjects: asymmetric catalysis -- chiral N1 alkylated indoles -- chiral α-aminosilanes -- copper -- silyl addition; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201903570
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: Cu‐catalyzed enantioseletive conjugate addition of a dimethylphenylsilyl group to indol‐1‐ylacrylate derivatives was established using N‐Heterocyclic Carbenes (NHCs) as the ligands. The reaction was efficient for a wide range of indole derivatives bearing eletron‐donating and electron‐withdrawing group, and proceeded under mild condition. Good levels of enantioselectivity were also observed for diverse carbonyl derivatives. Abstract : This is the first report of synthesis of α‐silaneindoles compounds. The reaction was efficient for wide range of indole derivatives, and good levels of enantioselectivity was observed for diverse carbonyl derivatives. 31 substrates were tested, and up to 98% enantioselectivity was achieved.