Copper-Catalyzed Direct Asymmetric Aldol Reaction of Glycine Schiff Bases to Access <i>syn</i>-β-Hydroxy-α-amino Esters
This study reported a copper-catalyzed direct asymmetric aldol reaction between aldehydes and glycine Schiff bases with methyl, allyl, and <i>tert</i>-butyl esters. Additionally, this reaction afforded high yields of <i>syn</i>-β-hydroxy-α-amino esters with excellent enantio- and diastereoselectivities (93-99% ee, up to >99:1 dr). The aldol reaction accepted aromatic, linear aliphatic, and α-substituted aliphatic aldehydes.
Authors
- Masakatsu Shibasaki (ORCID: https://orcid.org/0000-0001-8862-582X)
- Toshifumi Takeuchi (ORCID: https://orcid.org/0000-0002-5096-0857)
Institutions
- Microbial Chemistry Research Foundation (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-09-10
- DOI
- https://doi.org/10.1021/acs.orglett.4c03085
- Citations
- 5
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 1.25
Funders
- Japan Society for the Promotion of Science