Substitution vs. rearrangement in 7-chloro-7-methylbicyclo[3,2,0]hept-2-en-6-ones. The importance of C-7 stereochemistry
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 6,p. 333-334
- https://doi.org/10.1039/c39720000333
Abstract
The chloromethylketen adducts of cyclopentadiene undergo competitive stereospecific substitution and rearrangement reactions with nucleophilic bases which depend upon the base strength and the C-7 stereochemistry of the starting material.Keywords
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