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7555117 
Journal Article 
Asymmetric synthesis of beta-lactams through the Staudinger reaction and their use as building blocks of natural and nonnatural products 
Palomo, C; Aizpurua, JM; Ganboa, I; Oiarbide, M; , 
2004 
Yes 
Current Medicinal Chemistry
ISSN: 0929-8673
EISSN: 1875-533X 
BENTHAM SCIENCE PUBL LTD 
SHARJAH 
11 
14 
1837-1872 
English 
15279571 
WOS:000222532900003 
In the last two decades, the better understanding of the mechanistic aspects of the beta-lactams' biological activity and their inhibition, and the chemical exploitation of beta-lactams as synthetic intermediates in organic chemistry, have experienced a continuous and somewhat complementary advance. A prerequisite for such a development has been the accessibility of enantiopure beta-lactams. The latter are now routinely prepared most often through the ketene-imine cycloaddition reaction, also termed the Staudinger reaction. This review accounts for the recent progress made in the asymmetric synthesis of beta-lactams (with special emphasis in the Staudinger reaction approach), as well as in their use as synthetic intermediates en route to natural products, including alpha- and beta-amino acids and peptides derived therefrom. 
Amino acids; Asymmetric synthesis; Imines; Peptides; Staudinger reaction; β-Lactams; alkaloid derivative; amino acid derivative; anatoxin a; bestatin; beta lactam antibiotic; beta lactam derivative; cryptophycin derivative; cyanoginosin; cyanoginosin LR; dipeptidyl carboxypeptidase inhibitor; echinocandin B; homaline; hopromine; hydrolase inhibitor; immunosuppressive agent; lankacidin c; lysobactin; macrolide; nikkomycin; nodularin; paclitaxel; panteamine A; phebestin; polyoxin B; polyoxin D; poststatin; sphingosine; unclassified drug; unindexed drug; wf 10129; chemical binding; chemical bond; chemical reaction; chirality; complex formation; cyanoginosin la; cycloaddition; diastereoisomer; drug structure; drug synthesis; enantiomer; Grignard reaction; hydroxylation; molecular weight; proton transport; review; Staudinger reaction; stereochemistry; structure analysis 
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