Published November 19, 2014
| Accepted Version + Supplemental Material
Journal Article
Open
A new method for the cleavage of nitrobenzyl amides and ethers
Chicago
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Abstract
A mild and efficient o- and p-nitrobenzyl cleavage protocol was developed. o- and p-nitrobenzyl groups were easily removed from a variety of substrates using 20% aqueous NaOH in methanol at 75 °C, presumably via oxidation at the benzylic position by oxygen dissolved in the solution. These easily introducible and removable nitrobenzyl groups can serve as valuable protecting groups for the synthesis of multifunctional, complex molecules.
Additional Information
© 2014 Elsevier Ltd. Received 12 September 2014. Revised 30 September 2014. Accepted 1 October 2014. Available online 6 October 2014. The authors wish to thank NIH-NIGMS (R01GM080269-01), Amgen, and Caltech for financial support. S.-J.H. thanks Fulbright (Foreign Student Program, No. 15111120) and the Ilju Foundation of Education & Culture (Pre-doctoral Research Fellowship) for financial support.Attached Files
Accepted Version - nihms633523.pdf
Supplemental Material - mmc1.pdf
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Additional details
- PMCID
- PMC4228375
- Eprint ID
- 50577
- Resolver ID
- CaltechAUTHORS:20141020-152334369
- NIH
- R01GM080269-01
- Amgen
- Caltech
- Fulbright Foundation
- 15111120
- Iliu Foundation of Education & Culture
- Created
-
2014-10-21Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field