The enantioselective total synthesis of micropine, an unusual 2,6-disubstitutedpiperidine alkaloid, and epimicropine, through mercuric trifluoroacetate-catalysed intramolecular alkenylamide cyclisation is described. The synthesis proceeds from L-serine and affords material of the same positive sign of optical rotation as the natural product thereby confirming the absolute stereochemistry of micropine
The stereoselective synthesis of functionalized conjugated dienes : preparation of (E,E)-α-hydroxy dienes and of vinylallenes.
作者:R. Bloch、D. Hassan、X. Mandard
DOI:10.1016/s0040-4039(00)86229-2
日期:1983.1
A simple procedure has been developed for the synthesis of (E,E)-α-hydroxy conjugated dienes of high stereoisomeric purity. A stereoselective preparation of vinylallenes by thermal extrusion of SO2 from 2-alkylidene-2,5-dihydrothiophene-1,1-dioxides is described.