𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Direct Synthesis of Protected Arylacetaldehydes by Tetrakis(phosphane)palladium-Catalyzed Arylation of Ethyleneglycol Vinyl Ether

✍ Scribed by Isabelle Kondolff; Henri Doucet; Maurice Santelli

Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
179 KB
Volume
2006
Category
Article
ISSN
1434-193X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A range of aryl bromides undergo Heck reaction with ethylene glycol vinyl ether, in the presence of [PdCl(C~3~H~5~)]~2~/cis,cis,cis‐1,2,3,4‐tetrakis[(diphenylphosphanyl)methyl]cyclopentane as catalyst, to give regioselectively protected arylacetaldehydes in good yields. The β‐arylation products were obtained in with 93–100 % selectivity with electron‐poor aryl bromides or heteroaryl bromides. Furthermore, this catalyst can be used at low loading, even for reactions with sterically hindered aryl bromides. The aryl vinyl ether intermediates undergo subsequent ketalisation to give the corresponding 2‐benzyl‐1,3‐dioxolane derivatives.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

📜 SIMILAR VOLUMES

Direct Synthesis of Protected Arylacetal
Direct Synthesis of Protected Arylacetaldehydes by Tetrakis(phosphane)palladium-Catalyzed Arylation of Ethyleneglycol Vinyl Ether.
✍ Isabelle Kondolff; Henri Doucet; Maurice Santelli 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 17 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

ChemInform Abstract: Direct Synthesis of
ChemInform Abstract: Direct Synthesis of Cyclic Ketals of Acetophenones by Palladium-Catalyzed Arylation of Hydroxylalkyl Vinyl Ethers.
✍ M. LARHED; A. HALLBERG 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

Direct Synthesis of Cyclic Ketals of Acetophenones by Palladium-Catalyzed Arylation of Hydroxylalkyl Vinyl Ethers. -It is a simple direct method to prepare ketals of acetophenones. The possibility of selective ketal formation in the presence of an additional carbonyl group is noteworthy.