221082-39-9Relevant academic research and scientific papers
Catalytic and asymmetric [2,3]sigmatropic rearrangement: Co(III)-salen catalyzed S-ylide formation from allyl aryl sulfides and their rearrangement
Fukuda, Tsutomu,Irie, Ryo,Katsuki, Tsutomu
, p. 649 - 664 (2007/10/03)
Reaction of allyl aryl sulfides and α-diazoacetic acid esters in the presence of optically active Co(III)-salen complex (8-Br) provided 3- substituted 2-arylthio-4-pentenoic acid esters stereoselectively by way of enantioselective S-ylide formation and subsequent diastereoselective [2,3]sigmatropic rearrangement. For example, the reaction of cinnamyl phenyl sulfide and (-)-menthyl α-diazoacetate provided (-)-menthyl (2R,3S)-2- phenylthio-3-phenyl-4-pentenoate of 74% de preferentially.
