Generation of spirocyclic quaternary centres via a tandem free radical cyclopropylcarbinyl rearrangement–cyclisation strategy
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 20,p. 1380-1382
- https://doi.org/10.1039/c39880001380
Abstract
Regio- and stereo-specific construction of spirocyclic quaternary centres may be achieved by hydroxy-directed Simmons–Smith cyclopropanation of an allylic alcohol followed by a tandem free radical cyclopropylcarbinyl rearrangement–cyclisation reaction; generation of the spiro-fused systems is subject to stereoelectronic and kinetic control.Keywords
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