| Reference: | Schweitzer, D.; Kane, J. J.; Strand, D.; McHenry, P.; Tenniswood, M.; Helquist, P. Org. Lett. 2007, 9, 4619. DOI |
| Keywords: | N-Boc -> N-H • EnoateEster -> Allyl-OH • Allyl-OH -> Enal • Si-Alkynyl -> H-Alkynyl • O-SiMe2tBu -> O-H • Pd-Heck coupling • In-Allenyl/Propargyl+Enal • Enal+In-R • Pd/Sn-Vinyl+Vinyl-X • Stille coupling • Mechanism • CarboxAcid -> CarboxAmide • Hydrostannation Alkyne • Macrolactonization • Lactone-15+ • |
| Reagents: | Pd(OAc)2 • PPh3 • Acetic acid, trifluoro • AlHiBu2 • Dess-Martin • PPh3 • Pd(OAc)2 • InI • Carbonate, potassium • PdCl2(dppf) • HSnBu3 • Pd(PPh3)4 • CuCl • DMAP • TASF • NEt3 • DMSO (solvent) • DMF (solvent) • |