| Reference: | Winkler, J. D.; Quinn, K. J.; MacKinnon, C. H.; Hiscock, S. D.; McLaughlin, E. C. Org. Lett. 2003, 5, 1805. DOI |
| Keywords: | Allyl-OH -> Enone Chelotropic, SO2 EnoateEster -> Allyl-OH Allyl-OH -> Enone Ketone -> Alkyl-OH O-H -> O-SiMe2tBu O-SiMe2tBu -> O-H Diol-1,2 cleavage Diol -> Carbonate Epoxidation, V Epoxide -> Allyl-OH Grob fragmentation O-H -> O-Me Sn-Allenyl+Aldehyde Aldehyde+Sn-R Sn-Allenyl+Aldehyde Enal+Sn-R Epoxidation, V Epoxidation, V Epoxide -> Diol Furan synthesis Ketone-α-OR -> Ketone Diels-Alder, Intram Ether-5 Diels-Alder, Allene |
| Reagents: | Allenyl-SnR3 SnCl2 Dess-Martin AgNO3 SnCl2 AlHiBu2 Permanganate, barium AlHiBu2 Hydroperoxide, tbutyl SiMe2tBu-OTf Hydroxide, sodium Periodate, sodium SmI2 O=CCl2 Hydroperoxide, tbutyl - VO(acac)2 NEt3 Carbonate, potassium MeI VO(acac)2 Carbonate, calcium Ag2O |