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Synthetic applications of the amine-base treatment in the ozonolysis of substituted-allyl silyl ethers or -allyl esters via a novel ene-diol type rearrangement |
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| Authors: | Yung-Son Hon Ying-Chieh Wong |
| Institution: | a Department of Chemistry and Biochemistry, National Chung Cheng University, Chia-Yi 621, Taiwan, ROC b Institute of Chemistry, Academia Sinica, Nankang, Taipei 115, Taiwan, ROC |
| Abstract: | The ozonolysis of substituted-allyl silyl ethers or -allyl esters followed by treatment with bases gave the corresponding α-silyloxy ketones or α-acyloxy ketones in good yields. The reaction is proposed to proceed via a novel ene-diol rearrangement of the corresponding α-silyloxy aldehydes or α-acyloxy aldehydes intermediates. |
| Keywords: | Ozonides Ene-diol type rearrangement α-Silyloxy aldehydes α-Acyloxy aldehydes α-Silyloxy ketones α-Acyloxy ketones |
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