Reagent-controlled stereoselection in radical addition to α-methylenebutyrolactones
- 1 January 1995
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 10,p. 1043-1044
- https://doi.org/10.1039/c39950001043
Abstract
Some β- or γ-substituted α-methylenebutyrolactones are butylated with Bul and (Me3Si)3SiH to give cis-α,β- or -α,γ-disubstituted lactones in high selectivites, while the same reaction with Bu3SnH in the presence of bulky Lewis acid reverses the stereoselectivity to give a trans-disubstituted lactone as the major product.Keywords
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