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Asymmetric synthesis of 2-alkyl- and 2-aryl-3-aminopropionic acids (beta2-amino acids) from (S)-N-acryloyl-5,5-dimethyloxazolidin-2-one SuperQuat derivatives.

Abstract:
Conjugate addition of lithium amides to (S)-N-acryloyl- or (S)-N-2'-alkylacryloyloxazolidinones and alkylation or protonation of the resulting enolates with 2-pyridone respectively provides a highly stereoselective and product complementary route to a range of (R)- and (S)-2-alkyl-3-aminopropionic acids in good yield and in high ee.
Publication status:
Published

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Publisher copy:
10.1039/b410938d

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
Chemical Communications
Issue:
23
Pages:
2778-2779
Publication date:
2004-12-01
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
Source identifiers:
32921
Language:
English
Pubs id:
pubs:32921
UUID:
uuid:6dee6231-d888-452e-afca-fc776642a077
Local pid:
pubs:32921
Deposit date:
2012-12-19

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