Stereochemistry of an Ene Reaction Involving 1,7‐Dienes; Bicyclo[3.3.1]nonanes from (3‐Cyclohexenyl)diallylcarbinols
- 1 February 1984
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 67 (1), 191-200
- https://doi.org/10.1002/hlca.19840670124
Abstract
(3‐Cyclohexenyl)diallylcarbinols undergo a thermal retro‐ene reaction to give crotonylcyclohexenes at ca. 200°. A side‐reaction is an ene reaction to give bicyclo[3.3.1]nonanes. These become the main products above 300°. The stereochemistry of 2‐allyl‐1,4,6‐trimethylbicyclo[3.3.1]‐6‐none‐2‐ols and related compounds is discussed, and a case is described in which the allyl group is not freely rotating.This publication has 6 references indexed in Scilit:
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