Scheme 1. Total Synthesis of MiCL-1*.
Reagents: (a) NaH, PMBCl, DMF; (b) PTSA, MeOH; (c) 2,4,6-collidine, oleoyl chloride, DCM; (d) DMAP, EDC HCl, palmitic acid, DCM; (e) DDQ, DCM; (f) 1H-tetrazole, bis(diisopropylamino)(2-cyanoethoxy)phosphine, DCM; (g) PMB-protected glycerol, 1H-tetrazole, DCM/MeCN, then H2O2; (h) DDQ, DCM; (i) DBU, DCM, then AcOH.