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

Philip W.H. Chan, Ian F. Cottrell, Mark G. Moloney

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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.

Original languageEnglish
Pages (from-to)3887-3891
Number of pages5
JournalTetrahedron Asymmetry
Volume10
Issue number20
DOIs
Publication statusPublished - 15 Oct 1999
Externally publishedYes

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