𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A Modular Approach to a New Class of Monodentate Chiral Phosphorus Ligands and Their Application in Enantioselective Copper-Catalysed Conjugate Additions of Diethylzinc to Cyclohexenone

✍ Scribed by Chiara Monti; Cesare Gennari; Rebecca M. Steele; Umberto Piarulli


Publisher
John Wiley and Sons
Year
2004
Tongue
English
Weight
172 KB
Volume
2004
Category
Article
ISSN
1434-193X

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

A new family of chiral phosphorus ligands (5) for use in enantioselective catalysis have been synthesised. The ligands contain the electron‐poor bis(sulfonyl)diazaphospholidine moiety and possess a highly modular structure which is well suited to the synthesis of a library. A small library (23 members) of ligands 5 was prepared and tested in the enantioselective copper‐catalysed conjugate addition of diethylzinc to cyclohexenone. Complete conversions were obtained with enantiomeric excesses (ee) of up to 75%. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)


📜 SIMILAR VOLUMES


Synthesis of New Chiral Aryl Diphosphite
✍ Lailai Wang; Yue-Ming Li; Chiu-wing Yip; Liqin Qiu; Zhongyuan Zhou; Albert S. C. 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 English ⚖ 146 KB 👁 2 views

## Abstract New chiral aryl diphosphite ligands based on the pyranoside backbones of glucose and galactose were prepared. These ligands were tested in the Cu‐catalyzed asymmetric conjugate addition of diethylzinc to cyclic enones with up to 88% ee. The stereoselectivity was found to be dependent on