60405-27-8Relevant academic research and scientific papers
Deprotection of acetals and silyl ethers using a polymer-supported π- acid catalyst: Chemoselectivity and polymer effect
Tanaka, Nobuyuki,Masaki, Yukio
, p. 1960 - 1962 (2007/10/03)
A polymeric dicyanoketene acetal (DCKA), prepared from a styrene monomer bearing dicyanoketene acetal functionality, was found to be an effective and recyclable catalyst in the chemoselective deprotection of acetals and silyl ethers. A remarkable acceleration accountable for the polymer effect was observed.
Selective Protection of 1,2- and 1,3-Diols via Acylative Cleavage of Cyclic Formals
Bailey, William F.,Zarcone, Lyn M. J.,Rivera, Alberto D.
, p. 2532 - 2536 (2007/10/02)
An efficient two-step method for the differential functionalization of 1,2- and 1,3-diols, involving regioselective cleavage of five- and six-membered cyclic formals with acetyl chloride followed by conversion of the resulting chloromethyl ether acetate 1 to an alkoxymethyl ether acetate (2), has been developed.When applied to unsymmetrically substituted cyclic formals, the differential functionalization sequence is highly selective and produces an alkoxymethyl ether acetate having the acetate at the less hindered center and the acetal moiety at the more hindered center.Removal of either protecting group affords a selectively monoprotected diol: for the case of an unsymmetrical diol, removal of the acetate gives a product selectively protected with an acetal group at the more hindered hydroxyl.
