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Oxazolinones reduction

Cyclization of an allyl A-acyl-1 -phenylglycinate (398) with triphenylphosphine, hexa-chloroethane and triethylamine affords a 2-allyl-3-oxazolin-4-one (400) (81AG(E)395, 77AG(E)394). Reductive cleavage of the oxazolinone with chromium(II) acetate and aqueous hypophosphorous acid furnishes a j3,y-unsaturated ketone (Scheme 88). [Pg.449]

Oxazolinone 6.226, which is also a chiral auxiliary for the propanoic acid moiety, was converted to its enolate anion and condensed with N-Boc alanine anhydride, to give 6,227.133 Reduction of the ketone moiety and acid hydrolysis led to 2S,3S,4R-4-amino-3-hydroxy-2-methylpentanoic acid (6.226).133 This amino acid is an acid hydrolysis product of bleomycin A2.134.135 Although bleomycin can be categorized as an antibiotic, it is best known for its anti-cancer activity.134,135... [Pg.226]

See other pages where Oxazolinones reduction is mentioned: [Pg.790]    [Pg.790]    [Pg.877]    [Pg.285]    [Pg.869]    [Pg.790]    [Pg.877]    [Pg.790]   
See also in sourсe #XX -- [ Pg.650 ]

See also in sourсe #XX -- [ Pg.8 , Pg.650 ]

See also in sourсe #XX -- [ Pg.8 , Pg.650 ]



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5 -Oxazolinones

Oxazolinone

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