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Selective Deprotection of Acetals with Me3SiCH2MgCl. Peterson-Type Olefination of Acetals†

Chao-Cheng Chiang,Yu-Huei Chen,Yu-Tsai Hsieh,Tien-Yau Luh

JOURNAL OF ORGANIC CHEMISTRY（2000）

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Abstract
By employing the chelation strategy, treatment of an acetal of a contiguous diol with Me3SiCH2MgCl liberates the corresponding diol regioselectively. In addition, acetals of different structural variety are transformed upon treatment with Me2SiCH2MgCl and ZnI2 into the corresponding olefination products in good yield.
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Key words
acetals,me<sub>3</sub>sich<sub>2</sub>mgcl,peterson-type
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