Abstract
(Equation Presented) Lewis acid-catalyzed opening of oxetanes by hydrogen peroxide proceeds regioselectively and with good to moderate stereoselectivity to furnish enantiomerically enriched 3-hydroperoxyalkanols. The corresponding opening using alkyl hydroperoxides furnishes 3-peroxyalkanols. The hydroperoxyalkanols are easily converted into enantiomerically enriched 1,2,4-trioxepanes, building blocks for antimalarials.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 4591-4593 |
| Number of pages | 3 |
| Journal | Organic Letters |
| Volume | 4 |
| Issue number | 26 |
| DOIs | |
| State | Published - Dec 26 2002 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
Fingerprint Dive into the research topics of 'Opening of Substituted Oxetanes with H<sub>2</sub>O<sub>2</sub> and Alkyl Hydroperoxides: Stereoselective Approach to 3-Peroxyalcohols and 1,2,4-Trioxepanes'. Together they form a unique fingerprint.
Cite this
Dussault, P. H., Trullinger, T. K., & Noor-e-Ain, F. (2002). Opening of Substituted Oxetanes with H2O2 and Alkyl Hydroperoxides: Stereoselective Approach to 3-Peroxyalcohols and 1,2,4-Trioxepanes. Organic Letters, 4(26), 4591-4593. https://doi.org/10.1021/ol0265259