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

J. Lellouche, Sylvain Koeller

Research output: Contribution to journalArticlepeer-review

Abstract

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.
Original languageAmerican English
Pages (from-to)693-696
JournalThe Journal of Organic Chemistry
Volume66
Issue number3
StatePublished - 2001

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