𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Catalytic Asymmetric Chlorination of β-Keto Esters with Hypervalent Iodine Compounds

✍ Scribed by Hasim Ibrahim; Florian Kleinbeck; Antonio Togni

Publisher
John Wiley and Sons
Year
2004
Tongue
German
Weight
76 KB
Volume
87
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

(Dichloroiodo)toluene (=dichloro(4‐methylphenyl)iodine; 2) was found to be a suitable chlorinating agent in the catalytic asymmetric chlorination of β‐keto esters 3 catalyzed by the [Ti(TADDOLato)] complex 1 (=bis(acetonitrile)dichloro[(4__R__,5__R__)‐2,2‐dimethyl‐α,α,α′,α′‐tetra(naphthalen‐1‐yl)‐1,3‐dioxolane‐4,5‐dimethanolato(2−)‐κO,κO′]titanium), whereby α‐chlorinated products were obtained in moderate to good yields and enantioselectivities of up to 71% (Scheme 2, Table 2). The enantioselectivity of the reaction shows a remarkable temperature dependence, the maximum selectivity being obtained at ca. 50°.

📜 SIMILAR VOLUMES

ChemInform Abstract: Catalytic Enantiose
ChemInform Abstract: Catalytic Enantioselective Chlorination and Bromination of β-Keto Esters.
✍ Lukas Hintermann; Antonio Togni 📂 Article 📅 2001 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

## 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