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An asymmetric synthesis of carbapenem antibiotic (+)-PS-5 from ethyl 3-hydroxybutanoate

โœ Scribed by Georg, Gunda I.; Kant, Joydeep


Book ID
126140280
Publisher
American Chemical Society
Year
1988
Tongue
English
Weight
611 KB
Volume
53
Category
Article
ISSN
0022-3263

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From aziridines to carbapenems via a nov
โœ David Tanner; Peter Somfai ๐Ÿ“‚ Article ๐Ÿ“… 1988 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 431 KB

An enantioselective synthesis of the carbapenem antibiotic (+)-ps-5 is described. The starting point is the chiral Sharpless epoxyalcohol 2 which is transformed stereospecifically to the eziridine 6. Regioeelective ring-ope&ng of 6 by'LiEt Cu followed by RuQ oxidation yields the @-sulfonamide cat-bo