| Reference: | Williams, D. R.; Patnaik, S.; Plummer, S. V. Org. Lett. 2003, 5, 5035. DOI |
| Keywords: | CarboxAmide(Evans) -> Alkyl-OH Si-Allyl -> Allyl-Br Acetal(thio) -> Aldehyde O-H -> O-Me Alkene cleavage Ketone -> Alkyl-OH(asym) O-H -> O-C(O)R Enone -> Allyl-OH(asym) O-H -> O-C(O)R O-PMB -> O-H Alkyl-OH -> Aldehyde Pinnick oxidation Aldehyde -> CarboxAcid Cu-Vinyl+EnoateAmide(Evans) EnoateAmide(Evans)+Cu-R ConjAdd(asym) Cu-R Yamaguchi lactonization Macrolactonization Lactone-15+ Oxazaborolidine BH3 Sn-Allyl+Bromoborane Li-Dithiane+Alkyl-X Allyl-X -> Sn-Allyl Alkyl-OH -> Alkyl-I Mukaiyama Aldol Aldol-Si B-Allyl-Corey+Aldehyde Chiral auxiliary |
| Reagents: | Vinyl-MgX CuBr·SMe2 Allyl-SiR3 BH4-Li+ Carbodiimide NBS LiSnMe3 Allyl-SnR3 Corey diazaborolidine Iodosobenzene-TFA Me3O+ X- OsO4, NMO Periodate, sodium AlH4-Li+ H3PO4 DMAP ZnCl2 Corey oxazaborolidine BH3·THF Acetic anhydride, Py DDQ Dess-Martin Chlorite, sodium NaOMe Benzoyl chloride, 2,4,6-trichloro DMAP CuBr·SMe2 Ephedrine Allyl-BR2 |