| Reference: | Barrett, A. G. M.; Head, J.; Smith, M. L.; Stock, N. S.; White, A. J. P.; Williams, D. J. J. Org. Chem. 1999, 64, 6005. DOI |
| Keywords: | Lactam-5 O-H -> O-SiMe2tBu HWE -> EnoateEster EnoateEster -> Allyl-OH Alkyl-OH -> Aldehyde-α-OR EnoateEster -> Allyl-OH Allyl-OH -> Enal Allyl-OH -> Enone N-Boc -> N-H O-SiMe2tBu -> O-H C-Si -> C-OH, Alkyl HWE -> EnoateEster Selenoxide-Ei -> EneLactam Lactam -> EneLactam Sharpless epoxidation CarboxAmide -> CarboxAmide-α-SePh Lactam-5 Li-SiR3+EnoateAmide ConjAdd-Aldol |
| Reagents: | SOCl2 BH4-Na+ SiMe2tBu-Cl Boc2O LiNiPr2 H2O2 P(O)(OR)2CH2-CO2R AlHiBu2 Dess-Martin P(O)(OR)2CH2-CO2R AlHiBu2 Dess-Martin Dess-Martin Dioxirane Perbenzoic acid, 3-chloro Acetic acid, trifluoro H2SiF6 SePh-Br Ni(acac)2 DMAP Bifluoride, potassium LiSiR3 |