Radical zinc-atom-transfer-based carbozincation of haloalkynes with dialkylzincs.

作者: Fabrice Chemla , Florian Dulong , Franck Ferreira , Alejandro Pérez-Luna

DOI: 10.3762/BJOC.9.28

关键词:

摘要: The formation of alkylidenezinc carbenoids by 1,4-addition/carbozincation dialkylzincs or alkyl iodides based on zinc atom radical transfer, in the presence dimethylzinc with β-(propargyloxy)enoates having pendant iodo- and bromoalkynes, is disclosed. Formation carbenoid intermediate fully stereoselective at −30 °C arises from a formal anti-selective carbozincation reaction. Upon warming, stereochemically labile isomerizes to its more stable form.

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