724432-65-9Relevant academic research and scientific papers
Asymmetric meta-arene-alkene photocycloaddition controlled by a 2,4-pentanediol tether
Hagiya, Kazutake,Yamasaki, Akiko,Okuyama, Tadashi,Sugimura, Takashi
, p. 1409 - 1417 (2007/10/03)
Photo-irradiation of a substrate having phenyl and vinyl groups resulted in a stereocontrolled meta-arene-alkene cycloaddition when the two groups were connected by a chiral 2,4-pentanediol tether. The regioselectivity during the ring closing step after the initial addition was dependent on the stereochemistry of the tether and the photolysis conditions. The substrate bearing a p-tolyl or 3,5-xylyl group instead of the phenyl also underwent strict stereocontrolled addition. In the case of the o- and m-tolyl substrates, the regioselectivity due to the unsymmetric substitution of the arene moiety was also fully controlled.
