Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 9, Pages 2631-2636Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201303910
Keywords
azides; chemoselectivity; ethers; functionalization; iron
Categories
Funding
- Japan Society for the Promotion of Science (JSPS)
- Grants-in-Aid for Scientific Research [24790016] Funding Source: KAKEN
Ask authors/readers for more resources
Methyl and benzyl ethers are widely utilized as protected alcohols due to their chemical stability, such as the low reactivity of the methoxy and benzyloxy groups as leaving groups under nucleophilic conditions. We have established the direct azidation of chemically stable methyl and benzyl ethers derived from secondary and tertiary benzyl alcohols. The present azidation chemoselectively proceeds at the secondary or tertiary benzylic positions of methyl benzyl ethers or unsymmetrical dibenzyl ethers and is also applicable to direct allylation, alkynylation, and cyanation reactions, as well as the azidation. The present methodologies provide not only a novel chemoselectivity but also the advantage of shortened synthetic steps, due to the direct process without the deprotection of the methyl and benzyl ethers.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available