130075-10-4Relevant academic research and scientific papers
Rhodium catalyzed cyclization process for bicyclic β-lactams
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, (2008/06/13)
1-Carbapenam-2-one-3-carboxylic acid and 1-carba-3-hydroxy-3-cephem-4-carboxylic acid and esters thereof are provided by a process comprising a rhodium C2 -C10 carboxylate catalyzed cyclization of an ester of a 4-(1-alkoxy- or 1-subs
Direct Conversion of N-Alkoxy β-Lactams to Carbapenams: Application to the Synthesis of the Bicyclic PS-5 Keto Ester
Williams, Matthew A.,Hsiao, Chi-Nung,Miller, Marvin J.
, p. 2688 - 2694 (2007/10/02)
The synthesis and direct conversion of N-alkoxy β-lactams to the carbapenam ring system is described.This novel cyclization apparently proceeds by initial carbene-mediated ylide formation with concomitant rearrangement.The title reaction is applied to the construction of the methyl ester of the bicyclic β-lactam precursor of PS-5.
SYNTHESIS OF THE CARBAPENAM RING SYSTEM VIA CARBENE MEDIATED REARRANGEMENT OF AN N-BENZYLOXY-β-LACTAM
Williams, Matthew A.,Miller, Marvin J.
, p. 1807 - 1810 (2007/10/02)
The α-diazoester 1 in the presence of catalytic Rh2(OAc)4 was converted to the carbapenam 2.The synthesis of 1 and a proposed mechanism are described.
