67883-68-5Relevant academic research and scientific papers
Acid-Induced Broadening of 1H N.M.R. Signals in the 6-Hydroxychroman and 5-Hydroxydihydrobenzofuran Series
Al-Khayat, Isam,Dean, Francis M.,France, Steven N.,Matkin, David A.,Orabi, Mohamed O. A.,et al.
, p. 1301 - 1310 (2007/10/02)
Acids at least as strong as trichloroacetic acid induce line broadening in the 1H n.m.r. spectra of 6-hydroxychroman and 5-hydroxy-2,3-dihydrobenzofuran derivatives.The effect is specific for derivatives of hydroquinone although it is a weak in the absenc
Allylation of Quinones with Allyltin Reagents
Naruta, Yoshinori
, p. 3774 - 3783 (2007/10/02)
Lewis acid (BF3) catalyzed allylation of quinones with allyl- (2a), 2-methyl-2-propenyl- (2b), trans-2-butenyl- (2c,d), 3-methyl-2-butenyl- (2e,f), and trans-cinnamyltrialkyltin (2g) gives the corresponding allylhydroquinones with high regioselectivity.Vitamin K2(5) (7) and coenzyme Q1 (9) were prepared in yields of 78 and 75percent, respectively.These reactions appear to proceed through allylquinol intermediates which undergo rearrangement under the influence of BF3.The success of this synthesis of vitamin K2(5) and coenzyme Q1 depends on the fact that the reaction of 3-methyl-2-butenyltin with quinones occurs at the α carbon of the allylic system.
