A novel chiral ferrocenyl phosphine ligand from sugar: applications in Rh-catalyzed asymmetric hydrogenation reactions.

نویسندگان

  • Duan Liu
  • Wenge Li
  • Xumu Zhang
چکیده

[structure: see text] A new chiral ferrocenyl diphosphine ligand 3 was synthesized from readily available D-mannitol. Rh-complex with this ligand showed high enantioselectivity and reactivity in the asymmetric hydrogenation of dehydroamino acid derivatives and itaconic acid derivatives. Up to over 99% ee and 10 000 TON were achieved with this catalytic system.

برای دانلود رایگان 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

Ferrocenyl bis-phosphine ligands bearing sulfinyl, sulfonyl or sulfenyl groups: applications in asymmetric hydrogenation and allylic alkylation reactions

A new series of chiral ferrocenyl bis-phosphine ligands have been synthesized. Elements of planar and central chirality have been incorporated into a ferrocene backbone through sulfinyl, sulfonyl and sulfenyl groups at the ortho-position to the phosphines. The effectiveness of these ligands has been demonstrated in Rh-catalyzed hydrogenations and Pd-catalyzed allylic alkylations. 2005 Elsevier ...

متن کامل

A chiral 1,2-bisphospholane ligand with a novel structural motif: applications in highly enantioselective Rh-catalyzed hydrogenations.

The design and synthesis of chiral phosphane ligands have played a significant role in the development of efficient transition metal catalyzed reactions. Catalytic asymmetric hydrogenation, as one of the most practical and efficient methods for the synthesis of chiral building blocks, has attracted much attention in both academia and industry.[1] Although excellent enantioselectivities have bee...

متن کامل

Chiral ferrocenyl diphosphines for asymmetric transfer hydrogenation of acetophenone

The synthesis of new optically pure ferrocenyl diphosphines have been realized from (R)-(+)-N,Ndimethylaminoethylferrocene. Particularly, dissymmetric ferrocenyl diphosphines have been synthesized. The diphosphines have been used as ligands in asymmetric transfer hydrogenation of acetophenone in the presence of Ru catalysts. © 2006 Elsevier Science. All rights reserved ——— * Corresponding autho...

متن کامل

Ru-BICP-Catalyzed Asymmetric Hydrogenation of Aromatic Ketones.

The design and synthesis of effective enantioselective catalysts for hydrogenation of simple ketones remains a challenging problem.1 Recently, Noyori2 disclosed a ternary catalyst system consisting of Ru-BINAP-chiral diamine-KOH, which is highly efficient in the asymmetric hydrogenation of a variety of simple ketones lacking a secondary coordinating functional group. We have developed rhodium c...

متن کامل

Immobilization of chiral ferrocenyl ligands on silica gel and their testing in Pd-catalyzed allylic substitution and Rh-catalyzed hydrogenation.

Five different silica gels containing two chiral ferrocenyl ligands were prepared by various synthetic routes and tested in an enantioselective Pd(0)-catalyzed allylic substitution and Rh-catalyzed hydrogenation. All the prepared anchored ligands were characterized by porosimetry data, DRIFTS spectra, thermal data and AAS. The aim of the work was to compare the influence of the carrier, surface...

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

عنوان ژورنال:
  • Organic letters

دوره 4 25  شماره 

صفحات  -

تاریخ انتشار 2002