Convenient in situ synthesis of nonracemic N-protected β-amino aldehydes from β-amino acids. Applications in Wittig reactions and heterocycle synthesis
SB Davies, MA McKervey
文献索引：Davies, Simon B.; McKervey, M. Anthony Tetrahedron Letters, 1999 , vol. 40, # 6 p. 1229 - 1232
NZ-γ-amino alcohols derived from nonracemic β-amino acids are smoothly oxidised by manganese dioxide in acetonitrile to afford aldehydes which can be trapped in situ in Wittig reactions with carbonyl-substituted phosphoranes. The application of this methodology to the synthesis of the alkaloids (S)-(+)-N-BOC-coniie,(S)-(−)-coniceine and a pipecoline precursor is described.
