New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes. Issue 61 (6th December 2021)

• Record Type: Journal Article
• Authors: Thiyagarajan, Rajkumar; Begum, Zubeda; Seki, Chigusa; Okuyama, Yuko; Kwon, Eunsang; Uwai, Koji; Tokiwa, Michio; Tokiwa, Suguru; Takeshita, Mitsuhiro; Nakano, Hiroto
• Is Part Of: RSC advances. Volume 11:Issue 61(2021)
• Page Start: 38925
• Page End: 38932
• Publication Date: 2021-12-06
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1ra08635a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : New small γ-turn type N -primary amino terminal tripeptides were applied for the asymmetric aldol reaction of ketones with aldehydes under neat conditions to afford the chiral aldol products (up to 99%, up to syn : anti/ 13 : 87 dr, up to 99% ee). Abstract : New small γ-turn type N -primary amino terminal tripeptides were synthesized and their functionality as an organocatalyst was examined in the asymmetric aldol reaction of various ketones with different aromatic aldehydes under solvent-free neat conditions to afford the desired chiral anti -aldol products in good to excellent chemical yields, diastereoselectivities and enantioselectivities (up to 99%, up to syn : anti /13 : 87 dr, up to 99% ee).