Alkyne aza-Prins cyclization of N-(hexa-3, 5-diynyl)tosylamides with aldehydes using triflic acid and a binuclear aluminum complex. Issue 59 (8th July 2019)

• Record Type: Journal Article
• Authors: Kobayashi, Naoko; Kaneko, Kazuma; Amemiya, Sho; Noguchi, Keiichi; Yamanaka, Masahiro; Saito, Akio
• Is Part Of: Chemical communications. Volume 55:Issue 59(2019)
• Page Start: 8619
• Page End: 8622
• Publication Date: 2019-07-08
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc03700d
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The alkyne aza-Prins cyclization of 3, 5-diynyl amides and various aldehydes was developed as a first example of the aza-Prins cyclization with the introduction of TfO groups. This method could be applied to homopropargyl amides. Abstract : The alkyne aza-Prins cyclization of 3, 5-diynyl amides and various aldehydes was developed using TfOH with/without (Me2 AlO)2 SO2 . This method, which could be applied to homopropargyl amides, provides TfO-substituted pyrrolidines with E -selectivities and exclusive regioselectivities. This work represents a first example of the aza-Prins cyclization with the introduction of TfO groups.