Total Syntheses

Reaction scheme for total synthesis of the natural product Platencin
Total synthesis of Platencin:
Reference:Tiefenbacher, K.; Mulzer, J. Angew. Chem. Int. Ed. 2008, 47, 6199 –6200 DOI
Reactions:Diels-Alder, Enal • Bicyclo(440) • Wittig-methyl • CompE+-Aldehyde/Ketone+Wittig • RCM → Ring-C • Bicyclo(222) • Allylic oxidation → Allyl-Br • Wohl-Ziegler bromination • Allyl-X → Allyl-H •
Reagents:Butadiene, 1-NR2 • Butadiene, 2-OR • HCl, H2O • PPh3=CH2 • KOtBu • NBS • AlH4-Li+ • CrCl2 • Butadiene, 1-NR2 • Grubbs II •