The Journal of Organic Chemistry

Organoselenium chemistry. 4. Deprotonations with potassium diisopropylamide-lithium tert-butoxide. Alkylation of 1-(phenylseleno) alkenes and bis (phenylseleno) …

S Raucher, GA Koolpe

文献索引：Raucher,S.; Koolpe,G.A. Journal of Organic Chemistry, 1978 , vol. 43, # 19 p. 3794 - 3796

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被引用次数: 101

摘要

Summary: A readily prepared, nonnucleophilic, strongly basic mixture of potassium diisopropylamide-lithium tert-butoxide (KDA) rapidly deprotonates both 1-(phenylse1eno) alkenes (1) and bis (phenylse1eno) acetals (3); in contrast, neither lithium diisopropylamide nor potassium bis (trimethylsily1)-amide were able to deprotonate these compounds at a perceptible rate. The deprotonation-alkylation of both 1 and 3 is described.