Abstract

AbstractThe reaction of Z aldoximes with BuLi to give dianions and the properties of the latter were examined. D‐Labelling and silylation confirm previous findings that only the Z isomer forms the dianion. Z‐Hexanal oxime and Z‐octanal oxime were deprotonated with BuLi, and the anions underwent aldol condensation reactions with several aldehydes and ketones including α,β‐unsaturated aldehydes. Attempts to alkylate monoanions of OTHP ethers of aldoximes failed. However, carbanion addition to the CN bond of some oxime OTHP ethers was observed.

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