Reference: | Boeckman, R. K. Jr.; Charette, A. B.; Asberom, T.; Johnston, B. H. J. Am. Chem. Soc. 1987, 109, 7553; DOI |
Keywords: | O-MOM → O-H Jones oxidation Alkyl-OH → CarboxAcid CarboxAcid → CarboxEster(thio) O-SiMe2tBu → O-H Jones oxidation Alkyl-OH → CarboxAcid CarboxEster → CarboxAcid Simmons-Smith Cyclopropane Cyclopropane alkylation Spiroketal Ether-6 CarboxAcid → CarboxEster(thio) Pyrrole synthesis Oxazole synthesis Li-Sulfide+Borane Li/H → Li-Vinyl-OR Li-Vinyl → Sn-Vinyl Metalate rearrangement (B) B-Alkyl → HO-Alkyl Dehydration → EnolEther Ether-6 Sn-Allyl+Aldehyde Aldehyde+Sn-R Felkin-Anh Chelation Ozonolysis Hydroboration alkene Alkyl-OH → Alkyl-Br O-H → O-SiMe2tBu Li/Sn → Li-Vinyl Li-Vinyl+Alkyl-X Alkyl-X+Li-R B-Allyl-Ipc+Aldehyde |
Reagents: | CH2I2, ZnEt2 TsOH CrO3, H2SO4 (Jones) PPh3 Disulfide, pyridyl Pyrrolyl-MgX Fluoride, R4N+ CrO3, H2SO4 (Jones) BOP Thiolate, propyl Crotyl-SnR3 MgBr2 BH3·THF LiCHR-SPh HgCl2 H2O2 Sulfonyl chloride, methane, NEt3 SiMe2tBu-Cl O3 Me2S BH3·THF H2O2, NaOH PPh3, CBr4 BuLi, KOtBu Imidazole HMPA (solvent) BuLi(n) Vinyl-SnR3 Crotyl-B(Ipc)2 Chiral auxiliary-Boronate |