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Asymmetric synthesis of alpha-amino carbonyls (aldehydes, ketones and acids) using lithium (R)-N-benzyl-N-alpha-methylbenzylamide

Abstract:
The diastereoselective conjugate addition of lithium (R)-N-benzyl-N-α-methylbenzylamide to α,β-unsaturated esters and subsequent enolate hydroxylation, followed by reduction and oxidative cleavage provides a facile route to N,N-protected α-amino aldehydes and ketones. Further manipulation furnishes α-amino acids in high enantiomeric excess.
Publication status:
Published

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Publisher copy:
10.1055/s-2001-17449

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
SYNLETT More from this journal
Volume:
2001
Issue:
10
Pages:
1599-1601
Publication date:
2001-10-01
DOI:
EISSN:
1437-2096
ISSN:
0936-5214
Language:
English
Keywords:
Pubs id:
pubs:110597
UUID:
uuid:22ef0e63-33c7-4c1f-b714-3a50059469c0
Local pid:
pubs:110597
Source identifiers:
110597
Deposit date:
2012-12-19

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