Abstract
The effect of diol blocking groups, cyclohexane-1,2-diacetal verses butane-1,2-diacetal, on the asymmetric epoxidation of trans- and cis-alkenes by arabinose-derived ketones is reported. The ketone catalysts with a cyclohexane-1,2-acetal display similar asymmetric induction as those catalysts with a butane-1,2-diacetal in most cases. For (E)-1-benzyloxy-4-hexene, the ee of the enantioselective epoxidation has reached 61% with the cyclohexane-1,2-dineopentyl acetal ketone catalyst.
| Original language | English |
|---|---|
| Pages (from-to) | 883-886 |
| Number of pages | 4 |
| Journal | Tetrahedron Asymmetry |
| Volume | 20 |
| Issue number | 6-8 |
| DOIs | |
| Publication status | Published - 2009 May 7 |
ASJC Scopus subject areas
- Catalysis
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
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Shing, T. K. M., & Luk, T. (2009). Catalytic asymmetric epoxidation of alkenes with arabinose-derived ketones containing a cyclohexane-1,2-diacetal. Tetrahedron Asymmetry, 20(6-8), 883-886. https://doi.org/10.1016/j.tetasy.2009.02.039