𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Chiral induction in lanthanide(III)-alkoxide-catalysed Meerwein-Ponndorf-Verley reductions

✍ Scribed by Jurriaan Huskens; Cornells F. de Graauw; Joop A. Peters; Herman van Bekkum

Book ID
104589670
Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
374 KB
Volume
113
Category
Article
ISSN
0165-0513

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The reduction of acetophenone using a chiral catalyst, prepared in situ by adding a chiral dihydroxy compound to a solution of a lanthanide(III) alkoxide, was studied. The highest enantiomeric excess (ee) (32%) was observed with La(O′Bu)~3~ as the catalyst and 1,2:5,6‐di‐O‐isopropylidene‐D‐mannitol as the chiral ligand. With pinacolone as the substrate, an ee of 22% was obtained.

📜 SIMILAR VOLUMES

The diastereoselectivity of zirconium al
The diastereoselectivity of zirconium alkoxide catalysed Meerwein-Ponndorf-Verley reductions
✍ Krohn, Karsten ;Knauer, Birgit 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 529 KB

## Abstract The new variation of the Meerwein‐Ponndorf‐Verley reduction using 1‐[4‐(dimethylamino)phenyl]ethanol (DMAPE) (6) or 1‐tetralol (12) (3 equiv.) as the reducing alcohols and Zr(O‐__t__Bu)~4~ as the catalyst (0.2 equiv.) is kinetically controlled and highly stereoselective. Preferential ax