Alkenes from β-lithiooxyphosphonium ylides generated by trapping α-lithiated terminal epoxides with triphenylphosphine
Alkenes from β-lithiooxyphosphonium ylides generated by trapping α-lithiated terminal epoxides with triphenylphosphine
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用三苯基膦捕获 α-锂化末端环氧化物产生的 β-锂硫基鏻叶立德生成的烯烃
DOI：
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发表时间：
2012
影响因子：
2.7
通讯作者：
Rosanne S. D. Persaud
中科院分区：
文献类型：
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作者：
D. Hodgson;Rosanne S. D. Persaud
末端环氧化物经过2，2，6，6-四甲基哌啶锂诱导的α-锂化和随后的Ph 3 P拦截，提供了一个新的和直接的β-锂氧基膦叶立德。这样的叶立德的中间体被证明由代表性的烯烃形成反应与氯甲基新戊酸酯，苯甲醛和CD 3 OD，得到一个Z-烯丙基新戊酸酯，共轭的E-烯丙醇和部分氘代末端烯烃，分别在适度的产率。
Terminal epoxides undergo lithium 2,2,6,6-tetramethylpiperidide-induced α-lithiation and subsequent interception with Ph3P to provide a new and direct entry to β-lithiooxyphosphonium ylides. The intermediacy of such an ylide is demonstrated by representative alkene-forming reactions with chloromethyl pivalate, benzaldehyde and CD3OD, giving a Z-allylic pivalate, a conjugated E-allylic alcohol and a partially deuterated terminal alkene, respectively, in modest yields.