TADDOL-Derived Phosphonites,
Phosphites, and Phosphoramidites in Asymmetric Catalysis

Hon Wai Lam

doi:10.1055/s-0030-1260022

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Synthesis 2011(13): 2011-2043
DOI: 10.1055/s-0030-1260022

REVIEW

TADDOL-Derived Phosphonites, Phosphites, and Phosphoramidites in Asymmetric Catalysis

Hon Wai Lam*
EaStCHEM, School of Chemistry, University of Edinburgh, Joseph Black Building, The King’s Buildings, West Mains Road, Edinburgh, EH9 3JJ, UK
Fax: +44(131)6506453; e-Mail: h.lam@ed.ac.uk;

Further Information

Publication History

Received 14 January 2011
Publication Date:
10 May 2011 (online)

Abstract
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Abstract

In metal-based asymmetric catalysis, desirable attributes for chiral ligands include low cost, simplicity of synthesis, and ease of variation to enable fine-tuning of a particular transformation. TADDOL-derived phosphonites, phosphites, and phosphoramidites constitute one family of chiral ligand that possesses these features. In recent times, these ligands have excelled in a wide range of catalytic asymmetric reactions. This review article summarizes progress in this area.

1 Introduction

2 Synthesis of TADDOL-Derived Phosphorus Ligands

3 Hydrosilylations

4 Hydroborations and Diborations

5 Hydrogenations

6 Conjugate Additions

7 Allylic Substitutions

8 Nucleophilic Allylations

9 Cycloadditions

10 Miscellaneous Reactions

11 Conclusion

Key words

asymmetric catalysis - phosphorus - ligands - enantioselectivity - TADDOL

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