Vinyllithiums, from sulfonylhydrazones

Vilsmeier reaction, 49, 1 56, 2 Vinylcyclopropanes, rearrangement to cyclopentenes, 33, 2 Vinyllithiums, from sulfonylhydrazones, 39, 1... 

Chamberlin and coworkers38 showed that vinyllithium reagents derived from ketone (2,4,6-triiso-propylphenyl)sulfonylhydrazones undergo intramolecular carbolithiadon reactions with high dia-stereoselectivity (Scheme 13). 

Most Shapiro reactions of acyclic sulfonylhydrazones or cyclic sulfonylhydra-zones derived from larger rings proceed with selectivity for the formation of the E-vinyllithium reagent. For example, the trisylhydrazone generated from 4-heptanone (12)... 

---

See also in sourсe #XX -- [ ]

---