4.1 Article

Silica chloride (SiO2-Cl) promotes highly efficient transformation of acylals to dithianes, dithiolanesm, and oxathiolanes

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TAYLOR & FRANCIS LTD
DOI: 10.1080/10426500108055114

Keywords

acylals; dithiane; dithiolane; geminal diacetate; oxathiolane; silica chloride

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Acylals react with 1,3-propanedithiol, 1,2-ethanedithiol and 2-mercaptoethanol in the presence of silica chloride to give 1,3dithianes, 1,3-dithiolanes and 1,3-oxathiolanes in excellent yields in CH2Cl2 at room temperature. It has been observed that acylals were more reactive than their aldehydes but less reactive than acetals and ketals. Also aliphatic acylals survive under these conditions.

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