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ASYMMETRIC-SYNTHESIS OF SYN-ALPHA-ALKYL-BETA-AMINO ACIDS

Abstract:

An investigation into the reactivity of the highly stereoselective conjugate nucleophile lithium N-benzyl-N-α-methylbenzylamide 1 with α-alkyl-α,β-unsaturated esters has led to the development of a versatile asymmetric synthesis of syn-α-alkyl-β-amino acids. By performing the conjugate additions in toluene and diluting the reaction mixtures with THF prior to quenching of the reactions with the hindered acid. 2,6-di-tert-butylphenol 13, the product syn-α-alkyl-β-amino esters may be generated i...

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Publication status:
Published

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Publisher copy:
10.1039/p19940001141

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 More from this journal
Volume:
9
Issue:
9
Pages:
1141-1147
Publication date:
1994-05-07
DOI:
EISSN:
1364-5463
ISSN:
0300-922X
Pubs id:
pubs:168605
UUID:
uuid:2396e4f2-242b-4d8c-bd0b-0252c356f6ac
Local pid:
pubs:168605
Source identifiers:
168605
Deposit date:
2012-12-19

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