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New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes.

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).

SUBMITTER: Thiyagarajan R

PROVIDER: S-EPMC9044195 | biostudies-literature | 2021 Nov

REPOSITORIES: biostudies-literature

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New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes.

Thiyagarajan Rajkumar R Begum Zubeda Z Seki Chigusa C Okuyama Yuko Y Kwon Eunsang E Uwai Koji K Tokiwa Michio M Tokiwa Suguru S Takeshita Mitsuhiro M Nakano Hiroto H

RSC advances 20211101 61

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). ...[more]

PMID: 35493209

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