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The Particular Sensitivity of Silyl Ethers of d-Glucal toward Two Vilsmeier−Haack Reagents POCl3·DMF and (CF3SO2)2Ο·DMF. Their Unique and Selective Conversion to the Corresponding C(6)-O-Formates

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journal contribution
posted on 2001-01-12, 00:00 authored by Jean-Paul Lellouche, Sylvain Koeller
The two electrophilic Vilsmeier−Haack reagents POCl3·DMF 2 or (CF3SO2)2Ο·DMF 3 mediate the one-step and selective conversion of O-triethylsilyl (O-TES), O-tert-butyldimethylsilyl (O-TBDMS), O-tert-butyldiphenylsilyl (O-TBDPS), and O-triisopropylsilyl (O-TIPS) ethers of d-glucal to the corresponding C(6)-O-formates.

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