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Synlett 2010(11): 1589-1605
DOI: 10.1055/s-0029-1219937
DOI: 10.1055/s-0029-1219937
ACCOUNT
© Georg Thieme Verlag
Stuttgart ˙ New York
Catalytic Reactions of Chiral Guanidines and Guanidinium Salts
Further Information
Received
9 February 2010
Publication Date:
19 May 2010 (online)
Publication History
Publication Date:
19 May 2010 (online)
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
Key words
asymmetric catalysis - enantioselectivity - guanidines - hydrogen bonding - Michael additions
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