Lithium organocuprates react with 3-alkyl-2,3-epoxy acids (glycidic acids) to afford the products of ring-opening in good yield. The regiochemistry of ringopening is dependent on the stereochemistry of the epoxy acid.
Regioselective opening of 2,3-epoxy alcohols with organocuprates. Enhanced C-2 selectivity through solvent effects.
β Scribed by J.Michael Chong; Douglas R. Cyr; Eduardo K. Mar
- Book ID
- 104227976
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 275 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a βFull Textβ option. The original article is trackable v
The azide opening reaction of trans-2,3-epoxy alcohols with NaN 3 and PhB(OH) 2 in DMF occurred regio-and stereoselectively at the C-2 position giving rise to phenylboronates of trans-2-azido-1,3-diols in high yields, o 1999 Elsevier Science Ltd. All rights reserved. Stereoselective epoxide-opening