Effective Chiral Ferrocenyl Phosphine-Thioether Ligands in Enantioselective Palladium-Catalyzed Allylic Alkylations

✍ Scribed by Hong Yee Cheung; Wing-Yiu Yu; Terry T. L. Au-Yeung; Zhongyuan Zhou; Albert S. C. Chan

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 454 KB
• Volume: 351
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.200900086

✦ Synopsis

Abstract

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Chiral ferrocene‐derived phosphine‐thioether mixed donor ligands supported by heterocycles effected the palladium‐catalyzed enantioselective allylic alkylations with excellent yields and enantioselectivities (up to 96% ee). With cyclic and unsymmetrical allylic acetates as substrate, the corresponding alkylated products with enantioselectivities up to 87% ee were obtained. Based on X‐ray crystallographic and NMR studies, the origin of the observed enantioselectivities is discussed.