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Azasugar analogues: conformationally restricted vicinal diamine derived from (S)-(-)-pyroglutamic acid

Abstract:
The preparation of a diamino substituted pyrrolidinone system in a diastereoselectively controlled manner is described. The procedure employed made use of electrophilic amination of a chiral bicyclic γ-lactam, which when subjected to sequential deprotection provided a simple route to a 3,4- diaminopyroglutaminol. The chemoselective deprotection of the amino functionality was also shown to be possible under mild hydrogenolytic conditions.
Publication status:
Published

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Authors


Cottrell, IF More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
TETRAHEDRON-ASYMMETRY
Volume:
10
Issue:
20
Pages:
3887-3891
Publication date:
1999-10-15
DOI:
ISSN:
0957-4166
URN:
uuid:d9a70ceb-f063-4bc8-b7de-e1e438d98888
Source identifiers:
37197
Local pid:
pubs:37197
Language:
English

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