Published Online: 15 SEP 2010
Copyright © 2010 John Wiley & Sons, Inc. All rights reserved.
Comprehensive Organic Name Reactions and Reagents
How to Cite
2010. Retro-Ene Reaction. Comprehensive Organic Name Reactions and Reagents. 2373–2377.
- Published Online: 15 SEP 2010
The intramolecular thermolysis of organic compounds with an unsaturated functional group involving the transfer of a γ-hydrogen to the unsaturated center via a six-membered transition state to yield both ene and enophil is generally known as the retro-ene reaction or retro-ene fragmentation. The study finds that in most cases, this reaction involves a concerted mechanism, and gives a product with the stereochemical integrity preserved. This reaction does not take place among cyclic alkenes smaller than a seven-membered ring or fused rings except for a cyclopropyl ring. This reaction has broad applications in organic synthesis.
- cyclopropyl ring;
- pericyclic reactions;
- cyclic alkenes