| Reference: | Lerchner, A.; Carreira, E. M. J. Am. Chem. Soc. 2002, 124, 14826. DOI |
| Keywords: | CarboxAmide -> Imine N-Boc -> N-H Alkene cleavage Aldehyde -> Acetal(Me) O-SiPh2tBu -> O-H Acetal -> Aldehyde Selenoxide-Ei -> EneLactam Lactam -> EneLactam Pictet-Spengler CarboxAmide -> Enamine Cu-Allyl+EneLactone CarboxAmide -> CarboxAmide-α-SePh Aldehyde -> Acetal(Me) Alkyl-OH -> Aldehyde Cyclopropane alkylation Amine-5 |
| Reagents: | LiN(SiMe3)2 H2O2 Allyl-MgX SiMe3-Cl AlHiBu2 SiMe3-OTf NEt3 OsO4, NMO Periodate, sodium Orthoformate Fluoride, Bu4N+ IBX PPh3=CH2 HCl, H2O Acetic acid SePh-Cl CuBr·SMe2 DMSO (solvent) MgI2 IBX |