Abstract
Both enantiomers of modafinil, adrafinil, modafinic acid and ethyl modafinate were prepared from the diastereomers formed by reacting racemic β-sulfinyl carboxylic acid with (4R)-phenyl-thiazolidinethione. The absolute stereochemistry of the sulfoxide group was confirmed via X-ray analysis of one of the thiazolidinethione diastereomers.
| Original language | English |
|---|---|
| Pages (from-to) | 3811-3815 |
| Number of pages | 5 |
| Journal | Tetrahedron Asymmetry |
| Volume | 15 |
| Issue number | 23 |
| DOIs | |
| State | Published - Nov 29 2004 |
Bibliographical note
Funding Information:Financial support for this work was provided by the National Science Foundation (CHE-0111292 and EEC-0310689). We thank Mr. John Podobinski for the preparation of compound 4 and Dr. Dale Swenson for obtaining the crystallographic analysis of compound (−)- 5 . We are indebted to Dr. Blake Watkins (University of Mississippi) for obtaining all the HRMS.
Funding
Financial support for this work was provided by the National Science Foundation (CHE-0111292 and EEC-0310689). We thank Mr. John Podobinski for the preparation of compound 4 and Dr. Dale Swenson for obtaining the crystallographic analysis of compound (−)- 5 . We are indebted to Dr. Blake Watkins (University of Mississippi) for obtaining all the HRMS.
| Funders | Funder number |
|---|---|
| National Science Foundation (NSF) | EEC-0310689, CHE-0111292 |
ASJC Scopus subject areas
- Catalysis
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
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