A concise formal approach to the oxacephem skeleton from an intramolecular Peterson type olefination of N-[bis(trimethylsilyl)methyl]-β-lactams.
作者:Claudio Palomo、Jesu´s M. Aizpurua、Jesu´s M. Garcta、Jean Paul Picard、Jacques Dunogue´s
DOI:10.1016/s0040-4039(00)98818-x
日期:1990.1
A convenient synthesis of precursors of bicyclic β-lactam compounds from 4-acetoxy-1-(bistrimethylsilylmethyl)azetidin-2-ones prepared in few steps from the acid chloride-imine approach is described. A novel method to construct a bicyclic β-lactam ring system through an intramolecular Peterson type alkenation catalyzed by fluoride ion is also made.
A novel highly stereoselective synthesis of pyrrolidines and their derivatives through thermal cyclization reaction of N-[bis(trimethylsilyl)methyl]-1-aza-1,3-dienes
作者:Claudio Palomo、Jesus M. Aizpurua、Jesus M. García、Marta Legido
DOI:10.1039/c39910000524
日期:——
The first example of the thermal intramolecular cyclization of N-[bis(trimethylsilyl)methyl]-1-aza-1,3-dienes to give 5-trimethylsilyl-Δ2-pyrrolines is reported; two straightforward and highly Stereoselective routes to 3,4-disubstituted-5-trimethylsilyl-Δ1pyrrolines and 3,4-disubstituted-2-trimethylsilylpyrrolidines are also described.