Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 10, 2003
Previous Article Next Article

Monodentate phosphoramidites; versatile ligands in catalytic asymmetric intramolecular Heck reactions

Author affiliations

Abstract

The Pd-catalysed intramolecular asymmetric Heck reaction (AHR) of cyclohexadienone monoacetals in the presence of chiral phosphoramidite ligands is described. High enantioselectivities (up to 96% ee) are reached with monodentate ligands. The highest selectivity is observed with Taddol-based phosphoramidites containing a small amine substituent. A study of the effect of the leaving group at the aryl moiety and a number of parameters in the AHR show that this AHR most likely proceeds through a neutral pathway and that two equiv. of ligand are necessary for optimal asymmetric induction.

Graphical abstract: Monodentate phosphoramidites; versatile ligands in catalytic asymmetric intramolecular Heck reactions

Back to tab navigation

Article information


Submitted
14 Jan 2003
Accepted
24 Feb 2003
First published
23 Apr 2003

Dalton Trans., 2003, 2017-2023
Article type
Paper

Monodentate phosphoramidites; versatile ligands in catalytic asymmetric intramolecular Heck reactions

R. Imbos, A. J. Minnaard and B. L. Feringa, Dalton Trans., 2003, 2017
DOI: 10.1039/B300565H

Social activity

Search articles by author

Spotlight

Advertisements