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Peterson olefination : ウィキペディア英語版 | Peterson olefination
The Peterson olefination (also called the Peterson reaction) is the chemical reaction of α-silyl carbanions 1 with ketones (or aldehydes) to form a β-hydroxysilane 2 which eliminates to form alkenes 3. Several reviews have been published.〔Birkofer, L.; Stiehl, O. ''Top. Curr. Chem.'' 1980, ''88'', 58. (Review)〕〔Ager, D. J. ''Synthesis'' 1984, 384–398. (Review)〕〔Ager, D. J. ''Org. React.'' 1990, ''38'', 1. 〕 ==Reaction mechanism== One attractive feature of the Peterson olefination is that it can be used to prepare either cis- or trans-alkenes from the same β-hydroxysilane. Treatment of the β-hydroxysilane with acid will yield one alkene, while treatment of the same β-hydroxysilane with base will yield the alkene of opposite stereochemistry.
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