Conversion of .beta.-amino esters to .beta.-lactams via tin(II) amides
作者:Wei Bo Wang、Eric J. Roskamp
DOI:10.1021/ja00074a007
日期:1993.10
Addition of Sn[N(TMS)2]2 to beta-amino esters with sterically nondemanding substituents at C3 or on nitrogen gave beta-lactams in 76-100% yield. More sterically demanding beta-amino esters could be converted to beta-lactams in excellent yield using unsymmetrical tin(II) amide reagents which were prepared in situ. Optimal results for the in situ procedure involved addition of Sn[N(TMS)2]2 to a beta-amino ester, followed by addition of either pivalic acid or N-tert-butylacetamide.