Mild, Efficient and Highly Selective Hydrolysis of Acetonides with Antimony Trichloride(SUPPORTING INFORMATION)

Qingshan      Zhang; Yunbo      Qu; Wei      Chen; Yuan      Wang; Qinpei      Wu

doi:10.2174/157017806776114630

Abstract

A mild and efficient procedure for chemoselective and regioselective hydrolysis of acetonide with SbCl3 in the presence of other frequently used hydroxy protecting groups, TBDMS, TBDPS, Bz, Bn, Ac, Ts and Tr, was described. The mechanism was examined and proposed.

Keywords: lewis acid, catalysis, protecting groups, antimony, acetonide, Hydrolysis

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Letters in Organic Chemistry

Title: Mild, Efficient and Highly Selective Hydrolysis of Acetonides with Antimony Trichloride(SUPPORTING INFORMATION)

Volume: 3 Issue: 4

Author(s): Qingshan Zhang, Yunbo Qu, Wei Chen, Yuan Wang and Qinpei Wu

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Keywords: lewis acid, catalysis, protecting groups, antimony, acetonide, Hydrolysis

Abstract: A mild and efficient procedure for chemoselective and regioselective hydrolysis of acetonide with SbCl3 in the presence of other frequently used hydroxy protecting groups, TBDMS, TBDPS, Bz, Bn, Ac, Ts and Tr, was described. The mechanism was examined and proposed.

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Zhang Qingshan, Qu Yunbo, Chen Wei, Wang Yuan and Wu Qinpei, Mild, Efficient and Highly Selective Hydrolysis of Acetonides with Antimony Trichloride(SUPPORTING INFORMATION), Letters in Organic Chemistry 2006; 3 (4) . https://dx.doi.org/10.2174/157017806776114630