ChemInform Abstract: An Exceedingly Mild and Efficient CAN‐Mediated Method for the Deprotection of Acetals.

Abstract

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DualPhos: a versatile, chemoselective reagent for two-carbon aldehyde to latent ( E )-alkenal homologation and application in the total synthesis of phomolide G

“…Milder protocols have also been reported using catalytic amounts of Lewis acids and even nonacidic reagents [33][34][35][36][37][38][39][40][41][42]. Attempted deprotection of 19 with a range of strong and weak Lewis acids also failed (BF 3 or AlCl 3 : decomposition, MgBr 2 •Et 2 O, ZnBr 2 , CuI 2 , CuOAc 2 , Yb(OTf) 3 : no reaction).…”

Recent advances in CAN mediated reactions in organic synthesis

“…Nair et al employed 1.2 equiv of CAN in aqueous methanol (Scheme 26). 146 148 Marko et al also described a CAN catalyzed protocol for the removal of THP ethers under neutral conditions employing 3 mol % of CAN in aqueous acetonitrile and borate buffer (pH 8). Good selectivity was observed in the presence of other protecting groups, which allowed the selective deprotection of a THP group in the presence of a trityloxy substituent (Scheme 27).…”