| Reference: | Smith, A. B.; Han, Q.; Breslin, P. A. S.; Beauchamp. G. K. Org. Let. 2005, 7, 5075. DOI |
| Keywords: | Diol -> Ketal • Allyl-OH -> Enone • Enone -> Ketone • CarboxEster -> CarboxAcid • Ketal -> Diol • Diol-1,2 cleavage • Wittig-alkyl+Ketone • Ketone enolate+Alkyl-X • Bromoacetate+Enolate • Mitsunobu -> Ester • Alkyl-OH -> Alkyl-OC(O)R • Reductive elimination - X/OR • Mg-Vinyl+Aldehyde • RCM -> Enone • |
| Reagents: | Ribose • Acetone (react) • HCl, MeOH • PPh3, I2 • Zn° • Vinyl-MgX • Grubbs I • CrO3Cl·PyH (PCC) • H2, Pd • LiN(SiMe3)2 • ZnMe2 • Bromoacetate • PPh3=CH-Me • Hydroxide, lithium • PPh3, DEAD • Acetonitrile (solvent) • Periodate, sodium • LiNiPr2 • Imidazole • HMPA (solvent) • |