40940-58-7Relevant articles and documents
Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization
Kathe, Prasad M.,Berkefeld, Andreas,Fleischer, Ivana
supporting information, p. 1629 - 1632 (2021/02/09)
This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.
Study of O-allylation using triazine-based reagents
Yamada, Kohei,Hayakawa, Naoko,Fujita, Hikaru,Kitamura, Masanori,Kunishima, Munetaka
, p. 112 - 115 (2017/01/06)
Acid-catalyzed allylating reagent 2,4,6-tris(allyloxy)-1,3,5-triazine (TriAT-allyl) and its substituted derivatives have been developed. The reaction of acid-, and alkali-labile alcohols with these reagents in the presence of a catalytic amount of trifluoromethanesulfonic acid (TfOH) afforded the corresponding allyl ethers in good yields. Reactions using these reagents with an unsymmetrically-substituted regioisometric allyl group suggested that a single isometric allylic cation species would be involved.
The synthesis of a menthol derivative of 2-aminopurine as a fluorescent DNA lesion
Hogendorf, Wouter F.J.,Verhagen, Carlo P.,Malta, Erik,Goosen, Nora,Overkleeft, Herman S.,Filippov, Dmitri V.,Van der Marel, Gijsbert A.
body text, p. 10430 - 10435 (2010/03/01)
An efficient synthetic route to the phosphoramidite of a menthol functionalized guanosine analog is presented. Two procedures were executed for the key introduction of the 6′-allyl menthyl moiety. Stille vinylation on 6-O-tosylguanosine followed by cross-