Tetrahedron p. 11967 - 11982 (1994)
Update date:2022-08-05
Topics: Synthesis Chiral Diastereoselective Enantiospecific Amination Electrophilic CIS
Banfi, Luca
Cascio, Giuseppe
Guanti, Giuseppe
Manghisi, Elso
Narisano, Enrica
Riva, Renata
A new efficient entry into cis monobactams starting from β-hydroxyesters is reported.This preparation is based on the stereoselective "electrophilic amination" of β-hydroxyester dianions and on Miller's biomimetic synthesis of the β-lactam nucleus.By this route, key intermediates for the preparation of pharmacologically important cis aztreonam 2 and carumonam 3 were prepared.
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Doi:10.1021/ol500790p
(2014)Doi:10.1016/j.tetlet.2014.02.101
(2014)Doi:10.1080/00397919508010781
(1995)Doi:10.1016/S0040-4020(01)89572-7
(1994)Doi:10.1080/00397919508013426
(1995)Doi:10.1016/S0040-4020(01)89357-1
(1994)
