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Catalytic reactions of chiral guanidines and guanidinium Salts

Dasheng Leow and Choon-Hong Tan

Synlett, 2010, 11, 1589 – 1605. (Invited)


Abstract:

This account chronicles our discovery and development of catalytic reactions using chiral guanidines and guanidinium salts.

1. Introduction

2. Chiral Guanidines as Brønsted Bases

2.1. Synthetic Route for the Catalyst

2.2. Michael Reactions

2.3. Henry Reactions

2.4. Phospha-Michael Reactions

2.5. Diels-Alder Reactions

2.6. Protonation Reactions

2.7. Isomerization Reactions

2.8. Mannich Reactions

3. Catalytic Reactions of Chiral Guanidinium Salts

3.1. Michael Reactions

3.2. Phospha-Mannich Reactions

4. Chiral Guanidines as Ligands

5. Conclusions and Outlook


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