Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 15, Pages 6372-6376Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo200774e
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Funding
- National Science Foundation [CHE-0848301]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [848301] Funding Source: National Science Foundation
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A readily available chiral bisoxazolidine catalyzes the asymmetric Reformatsky reaction between ethyl iodoacetate and aldehydes. In the presence of 10 mol % of the ligand, dimethylzinc, and air, this method produces ethyl 3-hydroxy-3-(4-aryl)propanoates in high yields and in 75 to 8096 ee at room temperature within 1 h. In contrast to aromatic substrates, relatively low ee's are obtained with aliphatic aldehydes.
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