Catalytic silylation of secondary alcohols by pyridine N-oxide derivative

Keisuke Yoshida, Kenichi Takao

Research output: Contribution to journalArticle

9 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 languageEnglish
Pages (from-to)6861-6863
Number of pages3
JournalTetrahedron Letters
Volume55
Issue number50
DOIs
Publication statusPublished - 2014 Dec 10

Fingerprint

Ethers
Oxides
Chlorides
Alcohols
Derivatives
Temperature
pyridine N-oxide

Keywords

  • Organocatalyst
  • Pyridine N-oxide
  • Secondary alcohols
  • Silylation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Catalytic silylation of secondary alcohols by pyridine N-oxide derivative. / Yoshida, Keisuke; Takao, Kenichi.

In: Tetrahedron Letters, Vol. 55, No. 50, 10.12.2014, p. 6861-6863.

Research output: Contribution to journalArticle

@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 Kenichi Takao",
year = "2014",
month = "12",
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, Kenichi

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 -