The synthesis of two 2-azetidinones possessing powerful cholesterol- absorption inhibition properties has been accomplished by a short and highly stereoselective reaction sequence. The key step is the condensation of the titanium enolate of the easily prepared 2-pyridylthioester (R)-11 with imine 6 which affords the desired β-lactam intermediate in the correct relative and absolute configuration. Conversion to the pharmacologically active compounds is readily accomplished by simple functional group manipulation. (C) 2000 Elsevier Science Ltd.
Stereoselective synthesis of 2-azetidinones as cholesterol-absorption inhibitors / R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 10:24(1999), pp. 4841-4849. [10.1016/S0957-4166(99)00566-2]
Stereoselective synthesis of 2-azetidinones as cholesterol-absorption inhibitors
R. AnnunziataPrimo
;M. BenagliaSecondo
;M. CinquiniPenultimo
;F. CozziUltimo
1999
Abstract
The synthesis of two 2-azetidinones possessing powerful cholesterol- absorption inhibition properties has been accomplished by a short and highly stereoselective reaction sequence. The key step is the condensation of the titanium enolate of the easily prepared 2-pyridylthioester (R)-11 with imine 6 which affords the desired β-lactam intermediate in the correct relative and absolute configuration. Conversion to the pharmacologically active compounds is readily accomplished by simple functional group manipulation. (C) 2000 Elsevier Science Ltd.
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
