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Journal article

Asymmetric synthesis of beta2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives.

Abstract:

Conjugate addition of lithium dibenzylamide to (S)-N(3)-acryloyl-4-isopropyl-5,5-dimethyloxazolidin-2-one (derived from l-valine) and alkylation of the resultant lithium beta-amino enolate provides, after deprotection, a range of (S)-2-alkyl-3-aminopropanoic acids in good yield and high ee. Alternatively, via a complementary pathway, conjugate addition of a range of secondary lithium amides to (S)-N(3)-(2'-alkylacryloyl)-4-isopropyl-5,5-dimethyloxazolidin-2-ones, diastereoselective protonatio...

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Publication status:
Published

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Publisher copy:
10.1039/b707689d

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
Organic and biomolecular chemistry More from this journal
Volume:
5
Issue:
17
Pages:
2812-2825
Publication date:
2007-09-01
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
Language:
English
Keywords:
Pubs id:
pubs:33941
UUID:
uuid:ab147097-ecb4-4da6-bd29-35063a4c41ce
Local pid:
pubs:33941
Source identifiers:
33941
Deposit date:
2012-12-19

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