Cationic gold(I)-catalyzed glycosylation with glycosyl -1,1-dimethylpropargyl carbamate donors Article (Faculty180)

cited authors

  • Gurung, Prem B; Thapa, Prakash; Hettiarachchi, Ishani L; Zhu, Jianglong

description

  • <p>A mild and efficient cationic gold(I)-catalyzed -glycosylation methodology involving the use of bench-stable glycosyl -1,1-dimethylpropargyl carbamate donors has been developed. In the presence of 1-2 mol% [tris(2,4-di--butylphenyl)phosphite]gold(I) chloride and 5 mol% silver triflate, both "armed" and "disarmed" glycosyl -1,1-dimethylpropargyl carbamate donors react with various sugar acceptors at room temperature to afford the corresponding glycosides in good to excellent yields. These glycosyl -1,1-dimethylpropargyl carbamates are found to be orthogonal to regular phenyl thioglycoside donors. The utilization of this method has been demonstrated in the synthesis of a trisaccharide.</p>

authors

publication date

  • 2022

published in

start page

  • 7006

end page

  • 7010

volume

  • 20