Radical transfer catalysis versus Lewis acid catalysis by the copper(I) chloride–2,2′-bipyridine complex: the effect of the structure of the ligand
- 1 January 1992
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 9,p. 1529-1530
- https://doi.org/10.1039/p29920001529
Abstract
Cyclization of O-(but-3-enyl)-α-chloroglycolic acid methyl ester 4 catalysed by copper(I) chloride–2,2′-bipyridine 8 leads primarily to the 5-exo product 5, whereas using copper(I) chloride–6,6′-dimethyl-2,2′-bipyridine as catalyst leads to the 6-endo product 6. This is interpreted in terms of a change from a radical to an ionic mechanism.Keywords
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