Total Syntheses

Reaction scheme for total synthesis of the natural product Glycine, cyclobutenyl
Total synthesis of Glycine, cyclobutenyl:
Reference:Jayathilaka, L. P.; Deb, M.; Standaert, R. F. Org. Lett. 2004, 6, 3659. DOI
Reactions:Mg-Vinyl+Imine • Imine+M-R • CompE+-Imine/CarboxEster+M-R • Sulfinamide, chiral • Sulfinamide, chiral • Aldehyde → Imine • Li/Br → Li-Vinyl • N-S(O)R → N-H • O-But → O-H • Li-R → Mg-R •
Reagents:Glyoxalate • Sulfinamide • Chiral auxiliary (sulfinamide) • Glyoxalate • Vinyl-Br • BuLi(tert) • MgBr2 • HCl, MeOH • Acetic acid, trifluoro • Sulfinamide • Chiral auxiliary (sulfinamide) •