185405-63-4

Upstream product

• 185405-19-0 (E)-4-((2E,4E)-5-Phenyl-penta-2,4-dienyloxythiocarbonylsulfanyl)-but-2-enoic acid ethyl ester 
• 58506-33-5 5-phenyl-trans,trans-2,4-pentadien-1-ol 

Relevant academic research and scientific papers

Sequential pericyclic reaction of unsaturated xanthates. Intramolecular cycloaddition selectivity of the 2,4-alkadienyl 2-alkenyl sulfides

Heating of S-(1-vinyl-2-alkenyl) S-(2-alkenyl or alkynyl) dithiocarbonates (dithiolcarbonates) derived from [3,3]-sigmatropic rearrangement of O-(2,4-alkadienyl) S-(2-alkenyl or alkynyl) dithiocarbonates (xanthates) gave the 2,4-alkadienyl 2'-(alkenyl or alkynyl) sulfides, which then underwent intramolecular Diels-Alder cycloaddition to give hydrobenzo[c]thiophene derivatives. The thermal cyclization of O-(2,4-pentadienyl) derivatives of xanthate afforded mixtures of the cycloadducts, in which the cis-FUSED products slightly predominated over the trans-isomers. The selectivity of IMDA reactions is discussed based on the ab initio calculation data.