Chiral Pyranoside Phosphite−Oxazolines: A New Class of Ligand for Asymmetric Catalytic Hydrogenation of Alkenes

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• 作者：Montserrat Dié ; guez ; Javier Mazuela ; Oscar Pà ; mies ; J. Johan Verendel ; Pher G. Andersson
• 刊名：Journal of the American Chemical Society
• 出版年：2008
• 出版时间：June 11, 2008
• 年：2008
• 卷：130
• 期：23
• 页码：7208 - 7209
• 全文大小：97K
• 年卷期：v.130,no.23(June 11, 2008)
• ISSN：1520-5126

文摘

We have described the first successful application of a phosphite−oxazoline ligand library in the asymmetric Ir-catalyzed hydrogenation of several unfunctionalized olefins. The introduction of a bulky biaryl phosphite moiety in the ligand design is highly adventitious in the product outcome. By carefully selecting the ligand components, we obtained high activities (TOFs up to >1500 mol·(mol·h)⁻¹ at 1 bar of H₂) and enantioselectivities (ee values up to >99%) and, at the same time, show a broad scope for different substrate types. So, this is an exceptional ligand class that competes favorably with a few other ligand series that also provide high ee values for tri- and disubstituted substrate types.