| Reference: | Vedejs, E.; Reid, J. G.; Rodgers, J. D.; Wittenberger, S. J. J. Am. Chem. Soc. 1990, 112, 4351-4357. DOI. Vedejs, E.; Wittenberger, S. J. J. Am. Chem. Soc. 1990, 112, 4357-4364. DOI |
| Keywords: | Photochemistry O-SiMe2tBu -> O-H Sulfide -> Sulfonium N-C(O)R -> N-H N-H -> N-SiMe2tBu N-SiR3 -> N-H O-H -> O-C(O)R Sulfide -> Sulfonium Selenoxide 2,3-Sigmatropic Si-Allyl -> Se-Allyl Sulfoxide-Ei -> Ene Ketone-α-S(O)nR -> Ketone Ketone enolate+Me-I Claisen acylation, acyl-X CarboxAmide enolate+CarboxCl CarboxCl+Enolate Selenoxide-Ei -> EneLactam Diels-Alder, Enone Allyl-OH -> Allyl-Cl Mitsunobu -> Cl Ketone enolate+Me-I Ylide-S 2,3-Sigmatropic Ketone epimerization N-C(O)R -> N-H Ketone -> Alkyl-OH N-H -> N-C(O)R Diels-Alder, Thioaldehyde Sulfide-6 |
| Reagents: | Mesityl-Li Chloroacetyl-Cl NaH SePh-Cl Perbenzoic acid, 3-chloro HS-CH2Bz Photochemistry HF·NEt3 PBu3, CCl4 LiNiPr2 MeI Carbonate, potassium DMAP LiN(SiMe3)2 MeI HF·NEt3 DMAP Me3O+ X- Zn° SePh-SeR2+ Periodate, sodium Perbenzoic acid, 3-chloro Diselenide, phenyl Me3O+ X- Butadiene, 2-OR AlHiBu2 DMAP |