Preparation of formate esters from O-TBDMS/O-TES protected alcohols. A one-step conversion using the Vilsmeier-Haack complex POCl3/DMF

Sylvain Koeller; Jean Paul Lellouche

doi:10.1016/s0040-4039(99)01453-7

Preparation of formate esters from O-TBDMS/O-TES protected alcohols. A one-step conversion using the Vilsmeier-Haack complex POCl₃/DMF

Sylvain Koeller, Jean Paul Lellouche

Ben-Gurion University of the Negev

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

26 Scopus citations

Abstract

O-tert-Butyldimethylsilylated (O-TBDMS) or O-triethylsilylated (O-TES) alcohols were converted in one step to their corresponding formates under Vilsmeier-Haack conditions (POCl₃/DMF). The scope and limitations of this novel reaction for interconverting alcohol protecting groups are described.

Original language	English
Pages (from-to)	7043-7046
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	38
DOIs	https://doi.org/10.1016/s0040-4039(99)01453-7
State	Published - 17 Sep 1999
Externally published	Yes

Keywords

Formates
Formylation
Protecting groups
Vilsmeier-Haack reaction

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10.1016/s0040-4039(99)01453-7

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abstract = "O-tert-Butyldimethylsilylated (O-TBDMS) or O-triethylsilylated (O-TES) alcohols were converted in one step to their corresponding formates under Vilsmeier-Haack conditions (POCl3/DMF). The scope and limitations of this novel reaction for interconverting alcohol protecting groups are described.",

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AU - Koeller, Sylvain

AU - Lellouche, Jean Paul

PY - 1999/9/17

Y1 - 1999/9/17

N2 - O-tert-Butyldimethylsilylated (O-TBDMS) or O-triethylsilylated (O-TES) alcohols were converted in one step to their corresponding formates under Vilsmeier-Haack conditions (POCl3/DMF). The scope and limitations of this novel reaction for interconverting alcohol protecting groups are described.

AB - O-tert-Butyldimethylsilylated (O-TBDMS) or O-triethylsilylated (O-TES) alcohols were converted in one step to their corresponding formates under Vilsmeier-Haack conditions (POCl3/DMF). The scope and limitations of this novel reaction for interconverting alcohol protecting groups are described.

KW - Formates

KW - Formylation

KW - Protecting groups

KW - Vilsmeier-Haack reaction

UR - https://www.scopus.com/pages/publications/0033578773

U2 - 10.1016/s0040-4039(99)01453-7

DO - 10.1016/s0040-4039(99)01453-7

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SN - 0040-4039

VL - 40

SP - 7043

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 38

ER -

Preparation of formate esters from O-TBDMS/O-TES protected alcohols. A one-step conversion using the Vilsmeier-Haack complex POCl₃/DMF

Abstract

Keywords

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