The Particular Sensitivity of Silyl Ethers of d-Glucal toward Two Vilsmeier−Haack Reagents POCl<sub>3</sub>·DMF and (CF<sub>3</sub>SO<sub>2</sub>)<sub>2</sub>Ο·DMF. Their Unique and Selective Conversion to the Corresponding C(6)-<i>O</i>-Formates

2001-01-12T00:00:00Z (GMT) by Jean-Paul Lellouche Sylvain Koeller
The two electrophilic Vilsmeier−Haack reagents POCl<sub>3</sub>·DMF <b>2</b> or (CF<sub>3</sub>SO<sub>2</sub>)<sub>2</sub>Ο·DMF <b>3</b> mediate the <i>one-step and selective</i> conversion of <i>O</i>-triethylsilyl (<i>O</i>-TES), <i>O</i>-<i>tert</i>-butyldimethylsilyl (<i>O</i>-TBDMS), <i>O</i>-<i>tert</i>-butyldiphenylsilyl (<i>O</i>-TBDPS), and <i>O</i>-triisopropylsilyl (<i>O</i>-TIPS) ethers of d-glucal to the corresponding C(6)-<i>O</i>-formates.