Pyridylsilyl group-driven cross-coupling reactions

Kenichiro Itami, Koichi Mitsudo, Toshiki Nokami, Toshiyuki Kamei, Tooru Koike, Jun Ichi Yoshida

Research output: Contribution to journalArticle

54 Citations (Scopus)

Abstract

Summarized herein are the demonstrations that the use of 2-PyMe2Si group as a removable directing group is a powerful strategy for enhancing the efficiency of otherwise sluggish processes and for steering the course of the reaction by taking advantage of attractive substrate-catalyst interaction in the palladium-catalyzed cross-coupling chemistry. The 2-PyMe2Si group-driven Heck-type coupling, Hiyama-type coupling, Stille-type coupling, and allylic alkylation are described.

Original languageEnglish
Pages (from-to)105-113
Number of pages9
JournalJournal of Organometallic Chemistry
Volume653
Issue number1-2
DOIs
Publication statusPublished - Jul 1 2002
Externally publishedYes

Fingerprint

cross coupling
Cross Reactions
Alkylation
Palladium
Demonstrations
Catalysts
Substrates
alkylation
palladium
chemistry
catalysts
interactions

Keywords

  • Cross-coupling reaction
  • Pyridylsilyl group
  • Removable directing group

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry

Cite this

Pyridylsilyl group-driven cross-coupling reactions. / Itami, Kenichiro; Mitsudo, Koichi; Nokami, Toshiki; Kamei, Toshiyuki; Koike, Tooru; Yoshida, Jun Ichi.

In: Journal of Organometallic Chemistry, Vol. 653, No. 1-2, 01.07.2002, p. 105-113.

Research output: Contribution to journalArticle

Itami, K, Mitsudo, K, Nokami, T, Kamei, T, Koike, T & Yoshida, JI 2002, 'Pyridylsilyl group-driven cross-coupling reactions', Journal of Organometallic Chemistry, vol. 653, no. 1-2, pp. 105-113. https://doi.org/10.1016/S0022-328X(02)01173-7
Itami, Kenichiro ; Mitsudo, Koichi ; Nokami, Toshiki ; Kamei, Toshiyuki ; Koike, Tooru ; Yoshida, Jun Ichi. / Pyridylsilyl group-driven cross-coupling reactions. In: Journal of Organometallic Chemistry. 2002 ; Vol. 653, No. 1-2. pp. 105-113.
@article{c6f4819111fa491383a83c0533ce9f4a,
title = "Pyridylsilyl group-driven cross-coupling reactions",
abstract = "Summarized herein are the demonstrations that the use of 2-PyMe2Si group as a removable directing group is a powerful strategy for enhancing the efficiency of otherwise sluggish processes and for steering the course of the reaction by taking advantage of attractive substrate-catalyst interaction in the palladium-catalyzed cross-coupling chemistry. The 2-PyMe2Si group-driven Heck-type coupling, Hiyama-type coupling, Stille-type coupling, and allylic alkylation are described.",
keywords = "Cross-coupling reaction, Pyridylsilyl group, Removable directing group",
author = "Kenichiro Itami and Koichi Mitsudo and Toshiki Nokami and Toshiyuki Kamei and Tooru Koike and Yoshida, {Jun Ichi}",
year = "2002",
month = "7",
day = "1",
doi = "10.1016/S0022-328X(02)01173-7",
language = "English",
volume = "653",
pages = "105--113",
journal = "Journal of Organometallic Chemistry",
issn = "0022-328X",
publisher = "Elsevier",
number = "1-2",

}

TY - JOUR

T1 - Pyridylsilyl group-driven cross-coupling reactions

AU - Itami, Kenichiro

AU - Mitsudo, Koichi

AU - Nokami, Toshiki

AU - Kamei, Toshiyuki

AU - Koike, Tooru

AU - Yoshida, Jun Ichi

PY - 2002/7/1

Y1 - 2002/7/1

N2 - Summarized herein are the demonstrations that the use of 2-PyMe2Si group as a removable directing group is a powerful strategy for enhancing the efficiency of otherwise sluggish processes and for steering the course of the reaction by taking advantage of attractive substrate-catalyst interaction in the palladium-catalyzed cross-coupling chemistry. The 2-PyMe2Si group-driven Heck-type coupling, Hiyama-type coupling, Stille-type coupling, and allylic alkylation are described.

AB - Summarized herein are the demonstrations that the use of 2-PyMe2Si group as a removable directing group is a powerful strategy for enhancing the efficiency of otherwise sluggish processes and for steering the course of the reaction by taking advantage of attractive substrate-catalyst interaction in the palladium-catalyzed cross-coupling chemistry. The 2-PyMe2Si group-driven Heck-type coupling, Hiyama-type coupling, Stille-type coupling, and allylic alkylation are described.

KW - Cross-coupling reaction

KW - Pyridylsilyl group

KW - Removable directing group

UR - http://www.scopus.com/inward/record.url?scp=0036643458&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0036643458&partnerID=8YFLogxK

U2 - 10.1016/S0022-328X(02)01173-7

DO - 10.1016/S0022-328X(02)01173-7

M3 - Article

AN - SCOPUS:0036643458

VL - 653

SP - 105

EP - 113

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 1-2

ER -