Nickel-catalyzed asymmetric transfer hydrogenation of conjugated olefins.

نویسندگان

  • Siyu Guo
  • Peng Yang
  • Jianrong Steve Zhou
چکیده

Asymmetric transfer hydrogenation of electron-deficient olefins is realized with nickel catalysts supported by strongly σ-donating bisphosphines. Deuterium labeling experiments point to a reaction sequence of formate decarboxylation, asymmetric hydride insertion and non-stereoselective protonation of resulting nickel enolates.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Iridium catalysts for the asymmetric hydrogenation of olefins with nontraditional functional substituents

Chiral iridium catalysts have now been used in the asymmetric hydrogenation of largely unfunctionalized olefins for a decade. Recently, they have also been applied to substrates with more exotic functional groups, including non-coordinating ones. These, unlike coordinating substituents, cannot direct asymmetric hydrogenation by rhodiumor ruthenium-based catalysts. This review discusses several ...

متن کامل

Novel monodentate spiro phosphorus ligands for rhodium-catalyzed hydrogenation reactions.

Novel monodentate phosphorus ligands containing the 1,1'-spirobiindane backbone have been synthesized and applied in the asymmetric rhodium-catalyzed hydrogenation of functionalized olefins, providing excellent enantioselectivities (up to 99.3% ee).

متن کامل

Synthesis of novel BINOL-derived chiral bisphosphorus ligands and their application in catalytic asymmetric hydrogenation.

Some novel ortho-substituted BINOL-derived bisphosphorous ligands (o-BINAPO and o-NAPHOS) were synthesis from readily available (S)-BINOL; these ligands showed excellent enantioselectivities (up to 99% ee) in Rh(I)-catalyzed asymmetric hydrogenation of functionalized olefins.

متن کامل

Asymmetric Rh-Catalyzed Hydrogenation of Enamides with a Chiral 1,4-Bisphosphine Bearing Diphenylphosphino Groups

Much effort has been devoted to the development of efficient asymmetric synthetic methods for the preparation of enantiomerically enriched compounds.1,2 Among various methods for the enantiomerically selective synthesis of chiral organic compounds from prochiral precursors, enantioselective catalytic hydrogenation of dehydro precursors has been extensively developed.3 In fact, asymmetric hydrog...

متن کامل

A Highly Enantioselective Brønsted Acid Catalyzed Cascade Reaction: Organocatalytic Transfer Hydrogenation of Quinolines and their Application in the Synthesis of AlkaloidsThe authors acknowledge Degussa AG for generous funding

The enantioselective hydrogenation of olefins, ketones, and imines still represents an important topic in organic synthesis and catalysis. Although many highly enantioselective processes based on chiral Rh, Ru, and Ir complexes have been reported, most of these catalysts failed to give satisfactory results in the asymmetric hydrogenation of aromatic and heteroaromatic compounds. Examples of eff...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Chemical communications

دوره 51 60  شماره 

صفحات  -

تاریخ انتشار 2015