Catalytic Asymmetric Conjugate Addition of Tritylthiol to Azadienes with a Bifunctional Organocatalyst. Issue 8 (12th June 2018)

• Record Type: Journal Article
• Authors: Gu, Zheng; Xie, Jiao‐Jiao; Jiang, Guo‐Fang; Zhou, Yong‐Gui
• Is Part Of: Asian journal of organic chemistry. Volume 7:Issue 8(2018)
• Page Start: 1561
• Page End: 1564
• Publication Date: 2018-06-12
• Subjects: azadienes -- organocatalysis -- enantioselectivity -- sulfa-Michael addition -- thiols; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201800299
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: A highly enantioselective sulfa‐Michael addition of tritylthiol to azadienes catalyzed by a bifunctional squaramide organocatalyst is described, giving the chiral aminothioethers bearing benzofuran motif with high yields and up to 94 % of enantioselectivity. Notably, the aromatization to form the benzofuran is the driving force. Abstract : Synthesis of aminothioether derivatives : A facile protocol for synthesis of the aminothioether derivatives through the bifunctional squaramide organocatalyst‐catalyzed asymmetric conjugate addition of thiols to azadienes is developed with excellent yields and up to 94 % of enantioselectivity.