Asymmetric synthesis of functionalized trifluoromethyl-substituted pyrrolidines via an organocatalytic domino Michael/Mannich [3+2] cycloaddition. Issue 97 (17th November 2016)

• Record Type: Journal Article
• Authors: Zhi, Ying; Zhao, Kun; Liu, Qiang; Wang, Ai; Enders, Dieter
• Is Part Of: Chemical communications. Volume 52:Issue 97(2016)
• Page Start: 14011
• Page End: 14014
• Publication Date: 2016-11-17
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c6cc08352h
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The asymmetric synthesis of highly functionalized pyrrolidine derivatives with three contiguous stereogenic centers and bearing a trifluoromethyl group has been developed through an organocatalytic domino Michael/Mannich [3+2] cycloaddition sequence. Abstract : The asymmetric synthesis of highly functionalized pyrrolidine derivatives with three contiguous stereogenic centers and bearing a trifluoromethyl group has been developed through an organocatalytic domino Michael/Mannich [3+2] cycloaddition sequence. Employing a commercially available secondary amine as the catalyst, the scalable one-pot protocol occurs with high yields and excellent stereoselectivities, providing a short entry into a series of trifluoromethylated pyrrolidines with potential medical value.