Abstract
Abstract We have demonstrated that chiral 1-(1,3-dithian-2-yl)prop-2-en-1-ols as new scaffolds, obtained by enzyme-catalyzed kinetic resolution, undergo Suzuki-Miyaura cross-couplings and hydroformylation smoothly. Also, we have found that a 1,3-dithianyl group of the products can be removed without any erosion of the enantiopurity under mild conditions. A new access to a variety of enantiopure α-hydroxyaldehydes with ensured absolute configuration is described.
| Original language | English |
|---|---|
| Article number | 26757 |
| Pages (from-to) | 6488-6498 |
| Number of pages | 11 |
| Journal | Tetrahedron |
| Volume | 71 |
| Issue number | 37 |
| DOIs | |
| Publication status | Published - Aug 7 2015 |
| Externally published | Yes |
Keywords
- 1,3-Dipolar cycloaddition
- Hydroformylation
- Scaffold
- Suzuki-Miyaura cross-coupling
- α-Hydroxyaldehyde
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Akehi, M., Kawamoto, M., & Mandai, T. (2015). Chiral 1-(1,3-dithian-2-yl) prop-2-en-1-ols: new scaffolds for enantiopure α-hydroxyaldehydes. Tetrahedron, 71(37), 6488-6498. [26757]. https://doi.org/10.1016/j.tet.2015.05.039