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Ethyl N ‐(diphenylmethylene)glycinate as anionic glycine equivalent transition metal mediated preparation of bicyclic and tricyclic α,α‐disubstituted α‐amino acids and derivatives
Author(s) -
MorenoMañas Marcial,
Pleixats Roser,
Roglans Anna
Publication year - 1995
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.1995199510253
Subject(s) - chemistry , tricyclic , bicyclic molecule , glycine , amino acid , ethyl ester , palladium , ethyl acetoacetate , medicinal chemistry , organic chemistry , stereochemistry , catalysis , biochemistry
Synthetic approaches to bicyclic and tricyclic α,α‐disubstituted α‐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 glycine equivalents. Palladium‐induced reductive couplings, Diels‐Alder and Pauson‐Khand reactions are used in the cyclisation steps.