Journal
TETRAHEDRON LETTERS
Volume 53, Issue 49, Pages 6629-6632Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.08.129
Keywords
Calcium; Lewis acid; Hydroalkoxylation; Cyclization; Oxygen heterocycles
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A calcium catalyzed intramolecular hydroalkoxylation reaction is presented, as a transition metal free, inexpensive, and very mild process for the highly atom economic formation of cyclic ethers from gamma,delta-unsaturated alcohols. In contrast to most of the previously reported procedures, room temperature conditions are fully sufficient in most cases for a high yielding cycloisomerization in the presence of a combination of 5 mol-% Ca(NTf2)(2) and 5 mol-% Bu4NPF6. Full regioselectivity is observed in all transformations. (c) 2012 Elsevier Ltd. All rights reserved.
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