𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Carbohydrates in asymmetric synthesis: enantioselective allylation of aldehydes

✍ Scribed by Helmoz R. Appelt; Jane B. Limberger; Minéia Weber; Oscar E.D. Rodrigues; Julieta S. Oliveira; Diogo S. Lüdtke; Antonio L. Braga

Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
151 KB
Volume
49
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

An enantioselective metal-mediated addition of allylic bromides to carbonyl compounds was achieved in the presence of the inexpensive and easily accessible carbohydrates saccharose and b-cyclodextrin. The desired products were obtained in moderate to excellent yields and with up to 93% enantiomeric excess.

📜 SIMILAR VOLUMES

Asymmetric allylation of aldehydes using
Asymmetric allylation of aldehydes using tiglyltitanocenes attached to a carbohydrate
✍ Didier Felix; Jan Szymoniak; Claude Moïse 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 640 KB

rl3-Tiglyltitanium complexes bearing ct-or [~-glucopyranosyl auxiliaries were synthesized starting from the corresponding Cl-dienopyranosides. These complexes were reacted with propanal and (-)-myrtenal to afford 4-hydroxy-3methylvinylglycoside derivatives. In several cases, high diastereofaciat sel