Johnson Orthoester Claisen Rearrangement
Published Online: 15 SEP 2010
Copyright © 2010 John Wiley & Sons, Inc. All rights reserved.
Comprehensive Organic Name Reactions and Reagents
How to Cite
2010. Johnson Orthoester Claisen Rearrangement. Comprehensive Organic Name Reactions and Reagents. 348:1561–1563.
- Published Online: 15 SEP 2010
Choose one or more boxes to highlight terms.
The stereoselective synthesis of γ,δ-unsaturated esters from the reaction between allylic alcohols and an orthoester in the presence of a trace amount of weak acid, such as propionic acid is referred to as the Johnson orthoester Claisen rearrangement. This reaction involves the formation of mixed orthoester from allyl alcohol and the added orthoester. This reaction has been explored to start with sulfonyl orthoesters. The importance of this reaction has been evidenced in the preparation of a variety of natural products, such as squalenes.
- natural products;
- γ,δ-unsaturated esters;
- Claisen rearrangement