Journal article
Asymmetric Addition of Allylic Nucleophiles to Imino Compounds
Synthesis (Stuttgart), Vol.2005(17), pp.2815-2829
11/03/2005
DOI: 10.1055/s-2005-872181
Abstract
ABSTRACT
Approaches to controlling C=N facial selectivity in allylic addition to imino compounds are reviewed. Stereocontrol methods involving chiral substrates, auxiliaries, reagents, and catalysts are discussed in the context of recent examples.
1 Introduction
2 Substrate Stereocontrol
2.1 Diastereoselection with α-Chiral Aldehydes
2.2 Chiral Auxiliaries Attached to Carbon
2.2.1 Glycolaldehyde and Glyoxylic Acid Derivatives
2.2.2 Chiral Transition-Metal π-Complexes
2.3 Chiral Auxiliaries Attached to Nitrogen
2.3.1 Imines from Chiral 1-Arylethylamines
2.3.2 Imines from α-Amino Acid Derivatives
2.3.3 Imines from Vicinal Amino Alcohols
2.3.4 Other Imines
2.3.5 Chiral Hydrazones and Oxime Ethers
3 Enantioselective Stoichiometric Processes
3.1 Chiral Modifiers in the Allyl Group
3.2 Chiral Modifiers in the Metal Center
4 Asymmetric Catalysis
5 Perspectives
Details
- Title: Subtitle
- Asymmetric Addition of Allylic Nucleophiles to Imino Compounds
- Creators
- Hui Ding - Department of Chemistry, University of Vermont, Burlington, VT 05405, USAGregory K Friestad - Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA, gregory-friestad@uiowa.edu
- Resource Type
- Journal article
- Publication Details
- Synthesis (Stuttgart), Vol.2005(17), pp.2815-2829
- DOI
- 10.1055/s-2005-872181
- ISSN
- 0039-7881
- eISSN
- 1437-210X
- Language
- English
- Date published
- 11/03/2005
- Academic Unit
- Chemistry
- Record Identifier
- 9984216599602771
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