PegPhos: a monodentate phosphoramidite ligand for enantioselective rhodium-catalysed hydrogenation in water.

نویسندگان

  • Rob Hoen
  • Stephane Leleu
  • Peter N M Botman
  • Vanessa A M Appelman
  • Ben L Feringa
  • Henk Hiemstra
  • Adriaan J Minnaard
  • Jan H van Maarseveen
چکیده

A BICOL derived monodentate phosphoramidite ligand gives ee's up to 89% in the enantioselective Rh-catalysed hydrogenation of N-acyl dehydroalanine using water as the solvent.

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

Highly enantioselective Cu-catalysed asymmetric 1,4-addition of diphenylzinc to cyclohexenone.

Highly enantioselective Cu-catalysed 1,4-addition of diphenylzinc to cyclohexenone has been achieved for the first time using a monodentate phosphoramidite ligand.

متن کامل

Synthesis of new monodentate spiro phosphoramidite ligand and its application in Rh-catalyzed asymmetric hydrogenation reactions.

[reaction: see text] A new spirocyclic diol, 9,9'-spirobixanthene-1,1'-diol, was synthesized in two steps from readily available starting material m-phenoxyanisole. Resolution of the racemic diol was achieved by cocrystallization with N-benzylcinchonidinium chloride and N-benzylquininium chloride in acetonitrile. The corresponding spiro monodentate phosphoramidite ligand has been prepared for R...

متن کامل

INDOLPhos: novel hybrid phosphine-phosphoramidite ligands for asymmetric hydrogenation and hydroformylation.

Hybrid bidentate phosphine-phosphoramidite ligands are prepared in a modular 2-step sequence and their rhodium complexes display high selectivity in rhodium catalysed hydrogenation and hydroformylation reactions.

متن کامل

PipPhos and MorfPhos: privileged monodentate phosphoramidite ligands for rhodium-catalyzed asymmetric hydrogenation.

A library of 20 monodentate phosphoramidite ligands has been prepared and applied in rhodium-catalyzed asymmetric hydrogenation. This resulted in the identification of two ligands, PipPhos and MorfPhos, that afford excellent and in several cases unprecedented enantioselectivities in the hydrogenation of N-acyldehydroamino acid esters, dimethyl itaconate, acyclic N-acylenamides, and cyclic N-acy...

متن کامل

Monodentate, Supramolecular and Dynamic Phosphoramidite Ligands Based on Amino Acids in Asymmetric Hydrogenation Reactions Breuil, P.A.R

The electronic and steric effects as well as hydrogen bonds on the formation of the heteroligand complexes between monodentate amino acid based phosphoramidite and monodentate phosphine ligands were studied. Pure heterocomplex formation through the hydrogen bond between LEUPhos and a urea based phosphine is observed leading to highly active and selective catalyst. Substrate orientation through ...

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:
  • Organic & biomolecular chemistry

دوره 4 4  شماره 

صفحات  -

تاریخ انتشار 2006