Advances in transition metal-catalyzed asymmetric hydrogenation of heteroaromatic compounds.

نویسندگان

  • Yan-Mei He
  • Feng-Tao Song
  • Qing-Hua Fan
چکیده

Transition metal-catalyzed asymmetric hydrogenation of heteroaromatic compounds is undoubtedly a straightforward and environmentally friendly method for the synthesis of a wide range of optically active heterocyclic compounds, which are widespread and ubiquitous in naturally occurring and artificial bioactive molecules. Over the past decade, a number of transition metal (Ir, Rh, Ru, and Pd) catalysts bearing chiral phosphorus ligands, amine-tosylamine ligands, and N-heterocyclic carbene ligands have been developed for such challenging transformation. This review will describe the significant contributions concerning the transition metal-catalyzed asymmetric hydrogenation of N-, O-, and S-containing heteroaromatic compounds, with emphasis on the evolution of different chiral ligands, related catalyst immobilization, and mechanism investigations.

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

Brønsted acid activation strategy in transition-metal catalyzed asymmetric hydrogenation of N-unprotected imines, enamines, and N-heteroaromatic compounds.

Asymmetric hydrogenation plays an important role in organic synthesis, but that of the challenging substrates such as N-unprotected imines, enamines, and N-heteroaromatic compounds (1H-indoles, 1H-pyrroles, pyridines, quinolines, and quinoxalines) has only received increased attention in the past three years. Considering the interaction modes of a Brønsted acid with a Lewis base, Brønsted acids...

متن کامل

Asymmetric hydrogenation of heteroaromatic compounds.

Asymmetric hydrogenation of heteroaromatic compounds has emerged as a promising new route to saturated or partially saturated chiral heterocyclic compounds. In this Account, we outline recent advances in asymmetric hydrogenation of heteroaromatic compounds, including indole, quinoline, isoquinoline, furan, and pyridine derivatives, using chiral organometallic catalysts and organocatalysts.

متن کامل

Highly Enantioselective Pd-Catalyzed Asymmetric Hydrogenation of N-Diphenylphosphinyl Ketimines Enantioselective Pd-Catalyzed Asymmetric Hydrogenation of N-Diphenylphosphinyl Ketimines

Transition-metal-catalyzed asymmetric synthesis is a powerful and commonly used method for preparing a wide range of enantiomerically pure compounds.1 Among organo-transition-metal compounds, Pd complexes have become indispensable tools for both common and stateof-the art organic synthesis.2 Although a large number of Pd-based catalytic systems have been developed for many kinds of reactions, P...

متن کامل

Catalytic Asymmetric Hydrogenation of Heteroarenes

INTRODUCTION Asymmetric hydrogenation of unsaturated organic compounds has been established as one of the most efficient methods for the preparation of chiral, non-racemic substrates. Among hydrogenation of various substrates, the asymmetric hydrogenation of heteroarenes provides a straightforward approach to a wide range of enantiomerically pure saturated heterocycles, which are subunits of ma...

متن کامل

Ligand-controlled highly regioselective and asymmetric hydrogenation of quinoxalines catalyzed by ruthenium N-heterocyclic carbene complexes.

Optically active six-membered rings such as cyclohexanes and piperidines play an important role as biologically active building blocks and key intermediates in organic chemistry. Catalytic asymmetric hydrogenation of aromatic and heteroaromatic compounds is one of themost straightforward routes for the formation of these saturated or partially saturated molecules. Recently, tremendous progress ...

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:
  • Topics in current chemistry

دوره 343  شماره 

صفحات  -

تاریخ انتشار 2014