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The 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Group: A Novel Protecting Group in Carbohydrate Chemistry
Hui Liu1, Si-Yu Zhou1, Guo-En Wen1
1National Research Centre for Carbohydrate Synthesis , Jiangxi Normal University , 99 Ziyang Avenue, Nanchang 330022 , China.
Organic Letters
|September 19, 2019
Abstract:
The 2,2-dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) group was introduced to synthetic carbohydrate chemistry as a protecting group (PG) for the first time. Benefiting from a unique chemical structure and novel deprotection conditions, the DMNPA group can be cleaved rapidly and mutually orthogonal to other PGs. Orchestrated application of the DMNPA group with other PGs led to the highly efficient synthesis of the glycan of thornasterside A.