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A one-carbon unit is lost in the condensation of α-chloro oxime ethers induced by lithium diisopropylamide [Eq. (1)]. This reaction, which provides alkynyl oxime ethers in good yields, is proposed to proceed via a 2-(iminomethyl)azacyclobutadiene intermediate.
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Tsuritani et al. (2003) studied this question.
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