Synthesis of new sulfur-containing oxazoline ligands and their use in palladium-catalyzed allylic substitution

✍ Scribed by Arnaud Voituriez; Emmanuelle Schulz

• Book ID: 104359611
• Publisher: Elsevier Science
• Year: 2003
• Tongue: English
• Weight: 256 KB
• Volume: 14
• Category: Article
• ISSN: 0957-4166
• DOI: 10.1016/s0957-4166(02)00829-7

✦ Synopsis

New chiral sulfur-containing ligands have been prepared and fully characterized. Their structure includes a dibenzothiophene or benzothiophene ring as backbone, where the sulfur atom is enclosed in a strong p-donor structure. The chirality was introduced by oxazoline moieties placed near the sulfur atom. These ligands have been successfully tested in asymmetric palladium-catalyzed allylic substitutions leading to products with ee of up to 77%.