| 摘要 |
PURPOSE:To obtain the subject compound useful as a synthetic intermediate for carbapenem-based compound industrially and advantageously by reacting a specific azetidinone derivative with an imide compound in the presence of a halogen-containing organometallic compound and a base. CONSTITUTION:An azetidinone derivative of formula I [R is H or readily eliminable N-protecting group; R<1> is (protected) hydroxyl group or (substituted) alkyl; Z is eliminable group] is reacted with an image compound of formula II [R<2> is H or alkyl; R<3> is alkyl, trialkylsilyl, alkoxy, (substituted)phenyl, cycloalkyl, naphthyl, etc.; R<4> is electron attractive group or R<3> and R<4> are bonded to form ring] in the presence of a compound of formula III [M is metal atom; Hal is halogen; R<5> is lower alkyl, lower alkoxy or cyclopentadienyl; m and n are 0-5; n+m are valence of M] and a base to give the objective 4-substituted azetidinone derivative of formula IV. |
