1180012-46-7Relevant articles and documents
A catalytic asymmetric route to carbapenems
Bodner, Micah J.,Phelan, Ryan M.,Townsend, Craig A.
, p. 3606 - 3609 (2011/03/17)
Image Presented Efficient syntheses of N-acetyl thienamycin and epithienamycin A in their readily deprotected form are reported where three contiguous stereocenters are established in a single catalytic asymmetric azetidinone-forming reaction. These examples are a template for synthesizing C-5/C-6 cis or trans carbapenems with independent control of the C-8 stereocenter. A library of oxidatively and sterochemically defined azetidinone precursors to a variety of naturally occurring carbapenems and potential biosynthetic intermediates has been prepared to facilitate studies of carbapenem antibiotic biosynthesis.