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Int. J. Mol. Sci. 2012, 13(3), 2727-2743; doi:10.3390/ijms13032727
Article

Synthesis and Characterization of Privileged Monodentate Phosphoramidite Ligands and Chiral Brønsted Acids Derived from D-Mannitol

* , * ,
 and
Department of Chemistry, Faculty of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
* Authors to whom correspondence should be addressed.
Received: 28 December 2011 / Revised: 6 February 2012 / Accepted: 20 February 2012 / Published: 29 February 2012

Abstract

The synthesis of several novel chiral phosphoramidite ligands (L1L8) with C2 symmetric, pseudo C2 symmetric secondary amines and chiral Brønsted acids 1a,b has been achieved. These chiral auxiliaries were obtained from commercially available d-mannitol, and secondary amines in moderate to excellent yields. Excellent diastereoselectivites of ten chiral auxiliaries were obtained. The chiral phosphoramidite ligands and chiral Brønsted acids were fully characterized by spectroscopic methods.
Keywords: phosphoramidite; Brønsted acid; d-mannitol phosphoramidite; Brønsted acid; d-mannitol
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Al-Majid, A.M.A.; Barakat, A.; Mabkhot, Y.N.; Islam, M.S. Synthesis and Characterization of Privileged Monodentate Phosphoramidite Ligands and Chiral Brønsted Acids Derived from D-Mannitol. Int. J. Mol. Sci. 2012, 13, 2727-2743.

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