Chemocontrolled reduction of aromatic α-ketoesters by NaBH4: Selective synthesis of α-hydroxy esters or 1,2-diols
✍ Scribed by Vincent Dalla; Philippe Cotelle; Jean Pierre Catteau
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 261 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
ot-hydroxyesters 5a.g or diols 6a.g have been obtained in high yields by reduction of aromatic ot-ketoesters 4 once or twice respectively by using NaBH4 as the reducer under suitable conditions. The use of a solvent that does not interact with the reagent allowed the double reduction to occur with only a slight excess of borohydride in very mild conditions.
📜 SIMILAR VOLUMES
Operationally simple and environmentally benign procedures have been developed to selectively reduce different α,βunsaturated ketones, 4,4-dimethylcyclohex-2-ene-1-one (1), isophorone (2), benzylideneacetone (3), chalcone (4) by NaBH 4 or by the system NaBH 4 + CoCl 2 . Alternative reaction media to
Stereocontrol in Baker's yedst reduction of B-ketoesters was sucoessfutly achieved by introducing the sulfenyl guu>up at cl-position of the esters to afford opticalZy pure íS)-& hydmxy esters.
## 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 “Full Text” option. The original article is trackable v