image

Total synthesis of Prostaglandin Fragment:
Reference: Corey, E. J.; Ensley, H. E. J. Am. Chem. Soc. 1975, 97, 6908. DOI
Keywords: CarboxEster → Alkyl-OH • Diol-1,2 cleavage • Baeyer-Villiger • Iodolactonization • Ketone → Alkyl-OH • Cu-Aryl+Enone • Enone+Cu-Aryl • ConjAdd Cu-R • CarboxEster enolate oxidation • CarboxEster → CarboxEster-α-OH • Cyclopentadienide+Alkyl-X • Alkyl-X+Na-R • Diels-Alder, EnoateEster(asym) •
Reagents: Chloromethyl ether • LiNiPr2 • P(OEt)3 • AlH4-Li+ • Periodate, sodium • H2O2, NaOH • I2, KI • Bicarbonate, sodium • Aryl-MgX • CuCl • Hydroxide, potassium • Acryloyl-Cl • Cyclopentadienide • Chiral auxiliary-Menthol • Acrylate • AlCl3

Syntheses Home