Proline-Catalyzed Asymmetric α-Amination of Aldehydes and Ketones-An Astonishingly Simple Access to Optically Active α-Hydrazino Carbonyl Compounds

Simple, direct, and highly enantioselective α‐amination of carbonyl compounds 1 with azodicarboxylates 2 no longer requires prior enolization of the substrate. The “magic” small‐organic‐molecule catalyst for this reaction in dichloromethane at room temperature is once again L‐proline (3)....

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2003-03, Vol.42 (9), p.975-978
Main Author: Duthaler, Rudolf O.
Format: Article
Language:English
Subjects:
Aldehydes - chemistry
Amination
Amines - chemical synthesis
azodicarboxylates
Catalysis
enantioselectivity
Ketones - chemistry
Molecular Structure
proline
Proline - chemistry
Stereoisomerism
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Simple, direct, and highly enantioselective α‐amination of carbonyl compounds 1 with azodicarboxylates 2 no longer requires prior enolization of the substrate. The “magic” small‐organic‐molecule catalyst for this reaction in dichloromethane at room temperature is once again L‐proline (3).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200390283