[HTML][HTML] Enantioselective nucleophilic catalysis: The synthesis of aza-β-lactams via [2+ 2] reactions of ketenes with azo compounds
Although aza-β-lactams have attracted interest due to their biological activity [1] and to their
utility as intermediates in organic chemistry (eg, for the generation of α-amino acids [2] and
of hydantoins [3]),[4] only limited progress has been described with regard to the
enantioselective synthesis of this family of heterocycles.[5] One attractive, convergent
approach to the formation of aza-β-lactams is the [2+ 2] cycloaddition of a ketene with an azo
compound [Eq.(1)].[6] To the best of our knowledge, no stereoselective variants of this …
utility as intermediates in organic chemistry (eg, for the generation of α-amino acids [2] and
of hydantoins [3]),[4] only limited progress has been described with regard to the
enantioselective synthesis of this family of heterocycles.[5] One attractive, convergent
approach to the formation of aza-β-lactams is the [2+ 2] cycloaddition of a ketene with an azo
compound [Eq.(1)].[6] To the best of our knowledge, no stereoselective variants of this …
Although aza-β-lactams have attracted interest due to their biological activity [1] and to their utility as intermediates in organic chemistry (eg, for the generation of α-amino acids [2] and of hydantoins [3]),[4] only limited progress has been described with regard to the enantioselective synthesis of this family of heterocycles.[5] One attractive, convergent approach to the formation of aza-β-lactams is the [2+ 2] cycloaddition of a ketene with an azo compound [Eq.(1)].[6] To the best of our knowledge, no stereoselective variants of this process have yet been reported.
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