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Enantioselective Synthesis of α‐Amino Acids and Monosubstituted 1,2‐Diamines by Conjugate Addition of 4‐Phenyl‐2‐oxazolidinone to Nitroalkenes
Author(s) -
Lucet Denis,
Sabelle Stéphane,
Kostelitz Olivier,
Le Gall Thierry,
Mioskowski Charles
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199910)1999:10<2583::aid-ejoc2583>3.0.co;2-e
Subject(s) - chemistry , enantioselective synthesis , conjugate , enantiomer , salt (chemistry) , amino acid , potassium , addition reaction , organic chemistry , stereochemistry , catalysis , mathematical analysis , biochemistry , mathematics
The addition of the potassium salt of ( R )‐ or ( S )‐4‐phenyl‐2‐oxazolidinone to monosubstituted nitroalkenes proceeded with very good diastereoselectivity. Several of the addition products were converted into α‐amino acids and monosubstituted 1,2‐diamines of high enantiomeric purity.

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