The asymmetric hydroformylation of variously N-substituted 4-vinyl beta-lactams catalyzed by rhodium aminophosphonite- phosphinite and rhodium aminophosphine-phosphite complexes was studied. These products are valuable intermediates in the preparation of 1-methylcarbapenem antibiotics; the stereo selectivity to the desired beta-isomer is related to the presence of a substituent at the N atom of the beta-lactain ring. The regioselectivity (branched/linear) but not the stereoselectivity ( beta/alpha) was found to be dependent on the substrate to catalyst ratio.
Stereoselective synthesis of 1-methylcarbapenem precursors: Studies on the diastereoselective hydroformylation of 4-vinyl β-lactam with aminophosphonite-phosphinite and aminophosphine-phosphite rhodium(I) complexes / E. Cesarotti, I. Rimoldi. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 15:24(2004 Dec 13), pp. 3841-3845. [10.1016/j.tetasy.2004.10.021]
Stereoselective synthesis of 1-methylcarbapenem precursors: Studies on the diastereoselective hydroformylation of 4-vinyl β-lactam with aminophosphonite-phosphinite and aminophosphine-phosphite rhodium(I) complexes
E. Cesarotti
Primo
;I. RimoldiUltimo
2004
Abstract
The asymmetric hydroformylation of variously N-substituted 4-vinyl beta-lactams catalyzed by rhodium aminophosphonite- phosphinite and rhodium aminophosphine-phosphite complexes was studied. These products are valuable intermediates in the preparation of 1-methylcarbapenem antibiotics; the stereo selectivity to the desired beta-isomer is related to the presence of a substituent at the N atom of the beta-lactain ring. The regioselectivity (branched/linear) but not the stereoselectivity ( beta/alpha) was found to be dependent on the substrate to catalyst ratio.File | Dimensione | Formato | |
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