One-Pot Synthesis of Chiral <i>Spiro</i>-Imidazolidinone Cyclohexenones
We have developed a simple and straightforward synthesis of chiral <i>spiro</i>-imidazolidinone cyclohexenones, featuring six contiguous stereocenters, from feedstock chemicals such as aminophenols, α,β-unsaturated aldehydes, and α-amino acids. Remarkably, this one-pot multicomponent reaction exhibits exceptional diastereoselectivity (>20:1 dr) and relies solely on an amino acid precursor as the chiral source, avoiding the use of transition metals or additional organocatalysts. This reaction is efficient and scalable, enabling synthesis on a gram-scale.
Authors
- T. Dung (ORCID: https://orcid.org/0000-0002-5717-4285)
Institutions
- Citadel (US)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-12-23
- DOI
- https://doi.org/10.1021/acs.joc.4c02459
- Citations
- 1
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- Citadel Foundation