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Conversion of cycloalk-2-enones into 2-methylcycloalkane-1,3-diones - Assessment of various Tamao-Fleming procedures and mechanistic insight into the use of the Me3SiMe2Si unit.
Download2016-01-01
Yu, Goujun, Clive, Derrick L. J.
Conjugate addition of Me3SiMe2SiLi to cycloalk-2-en-1-ones, ketalization, Tamao-Fleming oxidation (Bu4NF, then H2O2, KHCO3), TPAP oxidation and acid hydrolysis generates 2-methyl cycloalkane-1,3-diones. Ketalization is needed in order to prevent addition of Me3Si- to the carbonyl. The...
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2019-01-01
Palanivel, Ashokkumar, Mubeen, Sidra, Warner, Thomas, Ahmed, Nayeem, Clive, Derrick L. J.
Enol ethers are formed by radical decarboxylation of -alkoxy -phenylthio acids via the corresponding Barton esters. The phenylthio acids were usually made by the known regioselective reaction of ,-epoxy acids with PhSH in the presence of InCl3, followed by Oalkylation of the resulting...