The phenyldimethylsilyl group as a masked form of the hydroxy group

I Fleming, R Henning, H Plaut

文献索引：Fleming, Ian; Henning, Rolf; Plaut, Howard Journal of the Chemical Society, Chemical Communications, 1984 , # 1 p. 29 - 31

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被引用次数: 194

摘要

The phenyldimethylsilyl group can be converted in two steps, protodesilylation and peracid-mediated rearrangement, into a hydroxy group with retention of configuration: f3-phenyldimethylsilyl carbonyl compounds are thus revealed to be masked aldol products. ... We have reported several reactions in which our phenyldimethylsilyl-cuprate reagent delivers a phenyldi- methylsilyl group as a nucleophile to such substrates as enones,l acetylenes,2 and allylic acetatss.3 In most of this work, we ...