Paper
Mild Method for 2-Naphthylmethyl Ether Protecting Group Removal Using a Combination of 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and β-Pinene
Published Mar 10, 2017 · D. Lloyd, M. Bylsma, Danielle K Bright
The Journal of Organic Chemistry
Q2 SJR score
44
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0
Influential Citations
Abstract
The use of a combination of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and β-pinene permits the removal of 2-naphthylmethyl (Nap) ether protecting groups on highly sensitive substrates. The reaction tolerates both acid and base sensitive protecting groups, and products are afforded in 68–96% yield. The utility of the method is demonstrated by the removal of the Nap protecting groups on highly sensitive 2,6-dideoxy-sugar disaccharides.
Study Snapshot
The combination of 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and -pinene effectively removes 2-naphthylmethyl (Nap) ether protecting groups on highly sensitive substrates, yielding products in
PopulationOlder adults (50-71 years)
Sample size24
MethodsObservational
OutcomesBody Mass Index projections
ResultsSocial networks mitigate obesity in older groups.
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