89539-31-1Relevant articles and documents
Cyanuric chloride/sodium borohydride: A new reagent combination for reductive opening of 4,6-benzylidene acetals of carbohydrates to primary alcohols
Tatina, Madhubabu,Yousuf, Syed Khalid,Aravinda, Subrayashastry,Singh, Baldev,Mukherjee, Debaraj
, p. 142 - 145 (2013)
In the first such example, NaBH4 in combination with cyanuric chloride (TCT) has been used to obtain 6-hydroxy-4-benzyl ether derivatives from 4,6-benzylidene acetals of carbohydrates. The nature of hydride donor determines the regioselectivity
Some observations on the reductive ring opening of 4,6-O-benzylidene acetals of hexopyranosides with the borane trimethylamine-aluminium chloride reagent
Daragics, Katalin,Szabó, Pál,Fügedi, Péter
experimental part, p. 1633 - 1637 (2011/09/14)
Reductive ring openings of 3-O-benzoyl-4,6-O-benzylidene-d-glucopyranosides with BH3·NMe3-AlCl3 are accompanied by side reactions, such as debenzoylation and reduction of the benzoate to benzyl ether. This phenomenon was r
Regio- and chemoselective reductive cleavage of 4,6-O-benzylidene-type acetals of hexopyranosides using BH3·THF-TMSOTf
Daragics, Katalin,Fügedi, Péter
experimental part, p. 2914 - 2916 (2009/09/06)
Benzylidene-type cyclic acetals of carbohydrates undergo efficient reductive ring opening using BH3·THF and a catalytic amount of TMSOTf at room temperature. 4,6-O-Benzylidene-hexopyranosides afford the corresponding 4-O-benzyl ethers exclusive