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Synlett 2021; 32(08): 829-832
DOI: 10.1055/a-1380-6436
DOI: 10.1055/a-1380-6436
letter
Organocatalyzed Asymmetric Aldol Reaction of α-Keto Amides with A Tripeptide Catalyst
This work was supported by the Sasakawa Scientific Research Grant (2020-3029) from The Japan Science Society.
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Abstract
An organocatalyzed asymmetric aldol reaction of α-keto amides was developed. An N-terminal 4-trans-siloxyproline-based tripeptide with an l-tert-leucine unit adjacent to the 4-trans-siloxyproline residue was used to catalyze the reaction between various α-keto amides and acetone, to produce the corresponding aldol adducts with up to 99% yield and 91% ee.
Key words
aldol reaction - asymmetric catalysis - peptide catalysis - organocatalysis - keto amides - hydroxy amidesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1380-6436.
- Supporting Information
Publication History
Received: 28 December 2020
Accepted after revision: 02 February 2021
Accepted Manuscript online:
02 February 2021
Article published online:
12 February 2021
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