Polyhydroxy Amino Acid Derivatives via β-Lactams Using Enantiospecific Approaches and Microwave Techniques

Enantiospecific synthesis has been developed for α-hydroxy β-lactams of predictable absolute configuration starting with readily available carbohydrates. Stereospecific approaches and microwave assisted chemical reactions have been utilized for the preparation of these 3-hydroxy-2-azetidinones and t...

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Bibliographic Details
Published in:Tetrahedron 2000-07, Vol.56 (31), p.5603-5619
Main Authors: Bose, Ajay K, Banik, Bimal K, Mathur, Chandra, Wagle, Dilip R, Manhas, Maghar S
Format: Article
Language:English
Subjects:
amino acids
amino sugars
annulation
azetidinones
enantiospecific
microwave irradiation
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Summary:Enantiospecific synthesis has been developed for α-hydroxy β-lactams of predictable absolute configuration starting with readily available carbohydrates. Stereospecific approaches and microwave assisted chemical reactions have been utilized for the preparation of these 3-hydroxy-2-azetidinones and their conversion to natural or non-natural enantiomeric forms of intermediates for gentosamine, 6-epi-lincosamine, γ-hydroxythreonine, and polyoxamic acid.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(00)00410-5