| Reference: | Madin, A.; Meier, J. P.; O'Donnell, C. J.; Oh, T.; Old, D. W.; Overman, L. E.; Sharp, M. J. J. Am. Chem. Soc. 2005, 1127, 18046. DOI |
| Keywords: | Ketone -> Enolsilane N-H -> N-MOM Enolether -> Ketone Ketone -> Alkyl-OH O-H -> O-Ethoxyethyl N-MOM -> N-H Lactone-6 Ketone -> Ketone-α-OR Ketone -> Vinyl-OTf Pd-Carboxylation Vinyl-OTf -> EnoateEster CarboxEster -> Carboxamide Aziridine Aziridine+Cyanide O-Ethoxyethyl -> O-H Lactone -> Lactol Lactol -> Ether Pd-Heck coupling Lactam-5 |
| Reagents: | KN(SiMe3)2 SiEt3-Cl Iodosobenzene BF3·OEt2 KN(SiMe3)2 Tf2N-2-Py-5-Cl CO NBu3 AlMe3 NaH HCl DBU Vinyl-OR TsOH·Py Cyanide, sodium DMSO (solvent) MeOTf Cyanide, sodium DMSO (solvent) HCl NEtiPr2 TsOH·Py Pyridine, 2,6-di-tBu Pd2(dba)3 Ag3PO4 NEt3 |