doi: 10.1002/anie.200806110.
Highly enantioselective Pictet-Spengler reactions with alpha-ketoamide-derived ketimines: access to an unusual class of quaternary alpha-amino amides
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- PMID: 19222080
- DOI: 10.1002/anie.200806110
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Highly enantioselective Pictet-Spengler reactions with alpha-ketoamide-derived ketimines: access to an unusual class of quaternary alpha-amino amides
Angew Chem Int Ed Engl.
2009.
Abstract
"Quat's" the story? N-Aryl amides are effective directing/activating groups for chlorosilane Lewis acids. This aspect has been exploited for the development of the first simple and general method for the highly enantioselective Pictet-Spengler reaction of ketimines derived from alpha-ketoamides leading to quaternary alpha-amino acid derivatives (see scheme).
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