| Reference: | Corey, E. J.; Huang, A. X. J. Am. Chem. Soc. 1999, 121, 710. DOI |
| Keywords: | Mitsunobu -> Hydrazine Allyl-OR -> Allyl-H O-SiMe2tBu -> O-H O-H -> O-SiMe2tBu CarboxEster -> Alkyl-OH O-SiMe2tBu -> O-H Enone -> Ketal(thio) Ketal(thio) -> CH2 Alkyl-OH -> Ketone Claisen acylation, carbonate Ketone enolate+Carbonate ConjReduct Enone Ketoester dianion+Alkyl-X Friedel-Crafts Vinylation Birch reduction Ce-Alkynyl+Ketone Ketone+Ce-R Steroid synthesis Mechanism Mechanism |
| Reagents: | Hydrazine, tosyl AlHiBu2 HMPA (solvent) O=C(OR)2 NaH Acetic acid, trifluoro Carbonate, sodium SiMe2tBu-Cl AlH4-Li+ Li°/NH3 HF HS-(CH2)2-SH BF3·OEt2 Li°/NH3 Dess-Martin Alkynyl-CeX2 PPh3, DEAD BuLi(n) Imidazole |