ETHYL N-(DIPHENYLMETHYLENE)GLYCINATE AS ANIONIC GLYCINE EQUIVALENT - TRANSITION-METAL MEDIATED PREPARATION OF BICYCLIC AND TRICYCLIC ALPHA,ALPHA-DISUBSTITUTED ALPHA-AMINO-ACIDS AND DERIVATIVES
M. Morenomanas et al., ETHYL N-(DIPHENYLMETHYLENE)GLYCINATE AS ANIONIC GLYCINE EQUIVALENT - TRANSITION-METAL MEDIATED PREPARATION OF BICYCLIC AND TRICYCLIC ALPHA,ALPHA-DISUBSTITUTED ALPHA-AMINO-ACIDS AND DERIVATIVES, Liebigs Annalen, (10), 1995, pp. 1807-1814
Synthetic approaches to bicyclic and tricyclic alpha,alpha-disubstitut
ed alpha-amino acids and derivatives 6, 8, 10, 12, 13, 21, 22, 23, 24,
28, 30, and 31 are presented. Methyl acetoacetate, ethyl nitroacetate
, and ethyl N-(diphenylmethylene)glycinate are compared as anionic gly
eine equivalents. Palladium-induced reductive couplings, Diels-Alder a
nd Pauson-Khand reactions are used in the cyclisation steps.