Acid-Mediated Conversion of Methylene-Interrupted Bisepoxides to Tetrahydrofurans: A Biomimetic Transformation
- 1 January 1998
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 63 (1) , 75-83
- https://doi.org/10.1021/jo971147k
Abstract
The acid-mediated transformation of syn and anti methylene interrupted cis,cis and cis,trans bisepoxides to tetrahydrofurans is high yielding, and demonstrates both regioselectivity and stereoselectivity. Trans,trans methylene interrupted bisepoxides do not yield tetrahydrofurans under the same conditions.Keywords
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