Synthesis of Optically Active 4-Substituted 2-Cyclohexenones
β Scribed by Houjeiry, Tania I.; Poe, Sarah L.; McQuade, D. Tyler
- Book ID
- 115314218
- Publisher
- American Chemical Society
- Year
- 2012
- Tongue
- English
- Weight
- 393 KB
- Volume
- 14
- Category
- Article
- ISSN
- 1523-7060
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π SIMILAR VOLUMES
Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldimethylsiloxy)-2-cyclohexenone (2) has been synthesized in 25% overall yield starting from easily available 1,4-bis(benzyloxy)-2,3-epoxy butane (3). The enone 2 reacts with excellent stereoselectivity with RCu(CN)Li thus working
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Conjugate addition of a variety of Grignard reagents to 2-cyclopentenone followed by cyclopropanation of the resulting enol ethers gave a range of substituted cyclopropyl silyl ethers in good yield. Treatment of these cyclopropyl silyl ethers with ferric chloride in DMF gave the one carbon ring expa