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

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

Department of Chemistry

Research output: Contribution to journal › Article › peer-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 language	American English
Pages (from-to)	693-696
Journal	The Journal of Organic Chemistry
Volume	66
Issue number	3
State	Published - 2001

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title = "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",

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.",

author = "J. Lellouche and Sylvain Koeller",

year = "2001",

language = "American English",

volume = "66",

pages = "693--696",

journal = "The Journal of Organic Chemistry",

number = "3",

}

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. / Lellouche, J.; Koeller, Sylvain.
In: The Journal of Organic Chemistry, Vol. 66, No. 3, 2001, p. 693-696.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - 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

AU - Lellouche, J.

AU - Koeller, Sylvain

PY - 2001

Y1 - 2001

N2 - 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.

AB - 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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M3 - Article

VL - 66

SP - 693

EP - 696

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 3

ER -

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

Abstract

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