Generation of spirocyclic quaternary centres via a tandem free radical cyclopropylcarbinyl rearrangement–cyclisation strategy

JD Harling, WB Motherwell

Index: Harling, J. D.; Motherwell, W. B. Journal of the Chemical Society, Chemical Communications, 1988 , # 20 p. 1380 - 1382

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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 stereoelect