| Reference: | Paquette, L. A.; Astles, P. C. J. Org. Chem. 1993, 58, 165-169. DOI |
| Keywords: | Lactone-5 • CarboxEster -> CarboxEster-α-SePh • Acetal(thio) -> Aldehyde • Aldehyde -> Alkyl-OH • Pd/Sn-Vinyl+Benzyl-X • Stille coupling • O-SiPh2tBu -> O-H • Alkyl-OH -> Aldehyde • Alkyl-OH -> Ketone • Sn transmetalation • Selenoxide-Ei -> EneLactone • Lactone -> EneLactone • Allyl-OH -> Allyl-Br • Sn-Allyl+Aldehyde • Aldehyde+Sn-R • Benzyl-OH -> Benzyl-Br • Nozaki-Hiyama coupling • Cr-Allyl+Aldehyde • Aldehyde+Cr-R • |
| Reagents: | Allyl-SnR3 • SnCl4 • Camphor sulfonic acid • KN(SiMe3)2 • SePh-Cl • AgClO4 • Periodate, sodium • BH4-Na+ • Me2S • Pd(PPh3)4 • Vinyl-SnR3 • Bromine • HF • Cr2O7·2PyH (PDC) • Cr2O7·2PyH (PDC) • DMF (solvent) • CrCl2 • |