Sulfoxide鈥揂lkene Hybrids: A New Class of Chiral Ligands for the Hayashi鈥揗iyaura Reaction

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• 作者：Tobias Thaler ; Li-Na Guo ; Andreas K. Steib ; Mihai Raducan ; Konstantin Karaghiosoff ; Peter Mayer ; Paul Knochel
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：June 17, 2011
• 年：2011
• 卷：13
• 期：12
• 页码：3182-3185
• 全文大小：820K
• 年卷期：v.13,no.12(June 17, 2011)
• ISSN：1523-7052

文摘

Sulfoxide鈥揳lkene hybrids are introduced as a new class of chiral heterodentate ligands for the Hayashi鈥揗iyaura reaction. The synthesis of these ligands was achieved without the use of protecting groups. A chiral resolution was performed via simple column-chromatographic separation of the diastereomeric ligands. Both diastereomers proved to be excellent ligands in Rh-catalyzed 1,4-addition reactions, furnishing chiral products with high enantioselectivities and, remarkably, opposite stereoconfigurations.