Diiodosilane. 2. A multipurpose reagent for hydrolysis and reductive iodination of ketals, acetals, ketones, and aldehydes

E Keinan, D Perez, M Sahai…

文献索引：Keinan, E.; Perez, D.; Sahai, M.; Shvily, R. Journal of Organic Chemistry, 1990 , vol. 55, # 9 p. 2927 - 2938

被引用次数: 32

摘要

The reaction patterns of diiodosilane (SiH212, DIS) with ketals, acetals, ketones, and aldehydes were explored. The reagent may be used for mild cleavage of ketals and acetals either hydrolytically to give the parent carbonyl functionality or reductively to produce the corresponding alkyl iodide. At low temperatures (-42" C) and short reaction times (few minutes), catalytic amounts (5-10 mol%) of DIS provide clean deprotection of various ...

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~38%

~97%

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~98%

~97%

~99%

~96%

~97%

~99%

~85%

~96%

~98%

~97%

~61%

~19%

~48%

~95%

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~11%

~98%

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