The Grignard Reaction of Cyclodextrin-6-aldehydes Revisited: A Study of the Stereoselectivity Upon Addition of Organometallic Reagents to Aldehydes and Ketones
✍ Scribed by Emil Lindbäck; You Zhou; Lavinia Marinescu; Christian M. Pedersen; Mikael Bols
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 764 KB
- Volume
- 2010
- Category
- Article
- ISSN
- 1434-193X
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📜 SIMILAR VOLUMES
A study of the organometallic addition to α,β-epoxy aldehydes in ''non-chelation controlled'' conditions is reported. The conditions able to give the best stereoselectivities are used to prepare the Abbott amino diol.
2,3,3-Trifluoro-l-pmpenyl p-chlorobenzenesulfonate (1), readily available from 2,2,3,3tetrafluoropmpanol, reacted smoothly with various Grignard reagents at 50 °(3 to afford the corresponding (Z)-a, fl-difluoroallyl alcohols 2 in moderate to excellent yields. These alcohols were smoothly hydrolyzed