The development of endo-selective epoxide-opening cascades in water
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Author(s) • • • •
Morten, Christopher J.
Byers, Jeffery A.
Van Dyke, Aaron R.
Vilotijevic, Ivan
Jamison, Timothy F.
Date Issued
September 2009
Journal
Chemical Society Reviews
Publisher
Royal Society of Chemistry, The
Citation
Morten, Christopher J., Jeffery A. Byers, Aaron R. Van Dyke, Ivan Vilotijevic, and Timothy F. Jamison. “The development of endo-selective epoxide-opening cascades in water.” Chemical Society Reviews 38, no. 11 (2009): 3175.
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Author's final manuscript
Abstract
This tutorial review traces the development of endo-regioselective epoxide-opening reactions in water. Templated, water-promoted epoxide-opening cyclization reactions can offer rapid access to subunits of the ladder polyethers, a fascinating and complex family of natural products. This review may be of interest to those curious about the ladder polyethers and their hypothesized biogenesis, about organic reactions in water, and about the development and application of cascade reactions in organic synthesis.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1039/b816697h