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Kinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial libraries

Abstract:
Displacement of α-triflates of 2,3,4-all cis-substituted γ-lactones by sodium azide in DMF gives kinetically an azide with inversion of configuration at the C-2 of the lactone; under the reaction conditions, the initially formed azide epimerises to the apparently more crowded and thermodynamically stable all cis-azide, giving intermediates which should readily allow the incorporation of polyhydroxylated amino acids into combinatorial libraries.
Publication status:
Published

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Publisher copy:
10.1039/cc9960001271

Authors


Krulle, TM More by this author
Hindle, NA More by this author
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Journal:
CHEMICAL COMMUNICATIONS
Issue:
11
Pages:
1271-1272
Publication date:
1996-06-07
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
URN:
uuid:2e9c5ec2-cb13-42fe-acca-aa5e53549d02
Source identifiers:
45237
Local pid:
pubs:45237
Language:
English

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