Characterizationf of autoxidation products of retinoic acid
…, KL Facchine, PF Hamburg, DJ Burinsky, R Dunphy…
Index: Oyler; Motto; Naldi; Facchine; Hamburg; Burinsky; Dunphy; Cotter Tetrahedron, 1989 , vol. 45, # 24 p. 7679 - 7694
Full Text: HTML
Citation Number: 37
Abstract
Retinoic acid underwent autoxidation in 90% ethanol at 25–85.5° C to give epoxides, dioxetanes, an endoperoxide, and double-bond cleavage products. The majority of these products appear to have resulted from the initial direct oxidation of the olefinic carbons rather than from the expected allylic α oxidation process.
Related Articles:
[Torii, Sigeru; Uneyama, Kenji; Ono, Michio; Bannou, Tadashi Journal of the American Chemical Society, 1981 , vol. 103, # 15 p. 4606 - 4608]
[Dabdoub, Miguel J.; Silveira, Claudio C.; Lenardao, Eder J.; Guerrero Jr., Palimecio G.; Viana, Luiz H.; Kawasoko, Cristiane Y.; Baroni, Adriano C.M. Tetrahedron Letters, 2009 , vol. 50, # 40 p. 5569 - 5571]
[Eidman, Kirk F.; MacDougall, Brian S. Journal of Organic Chemistry, 2006 , vol. 71, # 25 p. 9513 - 9516]
[Subbaraju, Gottumukkala V.; Manhas, Maghar S.; Bose, Ajay K. Tetrahedron Letters, 1991 , vol. 32, # 37 p. 4871 - 4874]
[Eidman, Kirk F.; MacDougall, Brian S. Journal of Organic Chemistry, 2006 , vol. 71, # 25 p. 9513 - 9516]