Organocatalytic [4+2] addition reactions via tetraenamine intermediate
- 3 February 2014
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Science
- Vol. 5 (5), 2052-2056
- https://doi.org/10.1039/c4sc00081a
Abstract
The [4+2]-cycloaddition reaction of 3-olefinic oxindoles with a tetraenamine intermediate is presented. In the reaction, a novel class of highly functionalized spirocyclic cyclohexanes with four stereocenters is formed in high yield and excellent stereoselectivity. Mechanistic investigations and calculations point to a stepwise mechanism involving tetraenamine intermediates. Furthermore, several transformations are presented.This publication has 37 references indexed in Scilit:
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