Abstract
The hydrogenolysis of cis-epoxysuccinic acid and trans-epoxysuccinic acid in aqueous solution with palladium-on-charcoal catalyst leads to the formation of malic acid, succinic acid, and diglycolic acid. Hydrogenolysis of the epoxides to malic acid proceeds in a trans fashion, threo-3-deuterio-dl-malic acid and erythro-3-deuterio-dl-malic acid resulting from cis-epoxysuccinic acid and trans-epoxysuccinic acid, respectively. Mixed erythro- and threo-2,3-dideuteriosuccinic acids result from cis-epoxysuccinic acid and threo-2,3-dideuteriosuccinic acid results from trans-epoxysuccinic acid. Malic acid is not an intermediate for the formation of succinic acid.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 700-703 |
| Number of pages | 4 |
| Journal | Journal of Organic Chemistry |
| Volume | 28 |
| Issue number | 3 |
| DOIs | |
| State | Published - Mar 1 1963 |
| Externally published | Yes |
ASJC Scopus subject areas
- Organic Chemistry