Catalytic silylation of secondary alcohols by pyridine N-oxide derivative

Keisuke Yoshida; Ken Ichi Takao

doi:10.1016/j.tetlet.2014.10.087

Catalytic silylation of secondary alcohols by pyridine N-oxide derivative

Keisuke Yoshida, Ken Ichi Takao

Department of Applied Chemistry

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

13 Citations (Scopus)

Abstract

The reaction of t-butyldiphenylsilyl (TBDPS) chloride with secondary alcohols was catalyzed by pyrrolidinopyridine N-oxide (PPYO) in the presence of diisopropylethylamine (DIPEA) at room temperature, giving the corresponding TBDPS ethers in high yields.

Original language	English
Pages (from-to)	6861-6863
Number of pages	3
Journal	Tetrahedron Letters
Volume	55
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2014.10.087
Publication status	Published - 2014 Dec 10

Keywords

Organocatalyst
Pyridine N-oxide
Secondary alcohols
Silylation

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2014.10.087

Cite this

@article{d04765205dbb41159d989ff7f0e8b11e,

title = "Catalytic silylation of secondary alcohols by pyridine N-oxide derivative",

abstract = "The reaction of t-butyldiphenylsilyl (TBDPS) chloride with secondary alcohols was catalyzed by pyrrolidinopyridine N-oxide (PPYO) in the presence of diisopropylethylamine (DIPEA) at room temperature, giving the corresponding TBDPS ethers in high yields.",

keywords = "Organocatalyst, Pyridine N-oxide, Secondary alcohols, Silylation",

author = "Keisuke Yoshida and Takao, {Ken Ichi}",

note = "Funding Information: This work was supported by Keio Gijuku Academic Development Funds . Publisher Copyright: {\textcopyright} 2014 Elsevier Ltd. All rights reserved. Copyright: Copyright 2014 Elsevier B.V., All rights reserved.",

year = "2014",

month = dec,

day = "10",

doi = "10.1016/j.tetlet.2014.10.087",

language = "English",

volume = "55",

pages = "6861--6863",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "50",

}

TY - JOUR

T1 - Catalytic silylation of secondary alcohols by pyridine N-oxide derivative

AU - Yoshida, Keisuke

AU - Takao, Ken Ichi

N1 - Funding Information: This work was supported by Keio Gijuku Academic Development Funds . Publisher Copyright: © 2014 Elsevier Ltd. All rights reserved. Copyright: Copyright 2014 Elsevier B.V., All rights reserved.

PY - 2014/12/10

Y1 - 2014/12/10

N2 - The reaction of t-butyldiphenylsilyl (TBDPS) chloride with secondary alcohols was catalyzed by pyrrolidinopyridine N-oxide (PPYO) in the presence of diisopropylethylamine (DIPEA) at room temperature, giving the corresponding TBDPS ethers in high yields.

AB - The reaction of t-butyldiphenylsilyl (TBDPS) chloride with secondary alcohols was catalyzed by pyrrolidinopyridine N-oxide (PPYO) in the presence of diisopropylethylamine (DIPEA) at room temperature, giving the corresponding TBDPS ethers in high yields.

KW - Organocatalyst

KW - Pyridine N-oxide

KW - Secondary alcohols

KW - Silylation

UR - http://www.scopus.com/inward/record.url?scp=84910625492&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84910625492&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2014.10.087

DO - 10.1016/j.tetlet.2014.10.087

M3 - Article

AN - SCOPUS:84910625492

VL - 55

SP - 6861

EP - 6863

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 50

ER -

Catalytic silylation of secondary alcohols by pyridine N-oxide derivative

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this