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Enantioselective synthesis of (R)-2-cubylglycine including unprecedented rhodium mediated C-H insertion of cubane
- Source :
- Organicbiomolecular chemistry. 17(5)
- Publication Year :
- 2019
-
Abstract
- The first enantioselective synthesis of (R)-2-cubylglycine, an analogue of (R)-2-phenylglycine in which the phenyl ring has been replaced by cubane, is disclosed. The key step was a telescoped Strecker reaction using (S)-2-amino-2-phenylethanol as a chiral auxiliary. Exploration of an alternative synthetic approach resulted in unprecedented cubane C–H insertion.
- Subjects :
- Chiral auxiliary
010405 organic chemistry
Stereochemistry
Organic Chemistry
Strecker amino acid synthesis
Enantioselective synthesis
chemistry.chemical_element
010402 general chemistry
Ring (chemistry)
01 natural sciences
Biochemistry
0104 chemical sciences
Rhodium
chemistry.chemical_compound
chemistry
Cubane
Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 14770539
- Volume :
- 17
- Issue :
- 5
- Database :
- OpenAIRE
- Journal :
- Organicbiomolecular chemistry
- Accession number :
- edsair.doi.dedup.....08c3edcc146aa16682a4f1f5f1f07955