Journal article
Asymmetric strecker synthesis using enantiopure sulfinimines: A convenient synthesis of α-amino acids
Tetrahedron letters, v 35(50), pp 9351-9354
1994
Featured in Collection : UN Sustainable Development Goals @ Drexel
Abstract
Diethylaluminum cyanide adds stereoselectively to enantiopure sulfinimines
1 and
2 to give diastereomerically enriched α-amino nitriles
3 and
4 which are hydrolyzed in one step to α-amino acids
5 in >95% ee and good yields.
Stereoselective addition of diethylaluminum cyanide to enantiopure sulfinimines
1 (Ar =
p-Tolyl) and
2 (Ar = 2-methoxy-1-naphthyl) affords diastereomerically enriched (de: 38–66%) α-amino nitriles
3 and
4 which were hydrolyzed in one step to α-amino acids
5 (R = Ph,
n-Pr,
i-Bu) in >95% ee and good yields.
Metrics
Details
- Title
- Asymmetric strecker synthesis using enantiopure sulfinimines: A convenient synthesis of α-amino acids
- Creators
- Franklin A. Davis - Drexel UniversityRajarathnam E. Reddy - Drexel UniversityPadma S. Portonovo - Drexel University
- Publication Details
- Tetrahedron letters, v 35(50), pp 9351-9354
- Publisher
- Elsevier
- Resource Type
- Journal article
- Language
- English
- Academic Unit
- [Retired Faculty]
- Web of Science ID
- WOS:A1994PX86000011
- Scopus ID
- 2-s2.0-0028147247
- Other Identifier
- 991019174890604721
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InCites Highlights
Data related to this publication, from InCites Benchmarking & Analytics tool:
- Web of Science research areas
- Chemistry, Organic