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Unformatted text preview: chlorides react with R 2 CuLi Rxn. of Organometallic Reagents with Other Compounds (20.14) Grignard reagents react with CO 2 followed by H 3 O + to yield carboxylic acids RMgX, RLi and R 2 CuLi are all strong enough nucleophiles to open epoxides , -Unsaturated Carbonyl Compounds (20.15) Conjugated molecules Contain 2 electrophilic sites The carbonyl carbon The -carbon , -Unsaturated Carbonyl Compounds (20.15) RMgX and RLi attack at the carbonyl carbon (1,2-addition) Product is an allylic alcohol R 2 CuLi reagents attack at the -carbon (1,4-addition) Product is a ketone or aldehyde Synthesis (20.17) Ketones, aldehydes, alcohols (1, 2 or 3), alkenes, carboxylic acids and other classes of compounds can be obtained by synthetic sequences involving reactions with RMgX, RLi and R 2 CuLi...
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- Spring '11
- Organic chemistry