The Development of Endo-selective Epoxide-opening Cascades in Water

Overview

Journal Chem Soc Rev

Specialty Chemistry

Date 2009 Oct 23

PMID 19847350

Citations 24

Authors

Christopher J Morten

Jeffery A Byers

Aaron R Van Dyke

Ivan Vilotijevic

Timothy F Jamison

Affiliations

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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.

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