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- W2482617023 abstract "Readily prepared allylic zinc halides undergo SN 2-type substitutions with allylic bromides in a 1:1 mixture of THF and DMPU providing 1,5-dienes regioselectively. The allylic zinc species reacts at the most branched end (γ-position) of the allylic system furnishing exclusively γ,α'-allyl-allyl cross-coupling products. Remarkably, the double bond stereochemistry of the allylic halide is maintained during the cross-coupling process. Also several functional groups (ester, nitrile) are tolerated. This cross-coupling of allylic zinc reagents can be extended to propargylic and benzylic halides. DFT calculations show the importance of lithium chloride in this substitution." @default.
- W2482617023 created "2016-08-23" @default.
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- W2482617023 date "2016-07-19" @default.
- W2482617023 modified "2023-09-24" @default.
- W2482617023 title "Regioselective Transition-Metal-Free Allyl-Allyl Cross-Couplings" @default.
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- W2482617023 doi "https://doi.org/10.1002/anie.201603923" @default.
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