Enantioselective synthesis induced by chiral organic-inorganic hybrid silsesquioxane in conjunction with asymmetric autocatalysis

Tsuneomi Kawasaki; Keisuke Ishikawa; Hiromitsu Sekibata; Itaru Sato; Kenso Soai

doi:10.1016/j.tetlet.2004.08.135

Enantioselective synthesis induced by chiral organic-inorganic hybrid silsesquioxane in conjunction with asymmetric autocatalysis

Tsuneomi Kawasaki, Keisuke Ishikawa, Hiromitsu Sekibata, Itaru Sato, Kenso Soai

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

36 Citations (Scopus)

Abstract

5-Pyrimidyl alkanol with up to 96% ee was formed using chiral organic-inorganic hybrid silsesquioxane in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, in conjunction with asymmetric autocatalysis.

Original language	English
Pages (from-to)	7939-7941
Number of pages	3
Journal	Tetrahedron Letters
Volume	45
Issue number	42
DOIs	https://doi.org/10.1016/j.tetlet.2004.08.135
Publication status	Published - 2004 Oct 11
Externally published	Yes

Keywords

Asymmetric autocatalysis
Asymmetric induction
Asymmetric synthesis
Chiral hybrid silsesquioxane

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2004.08.135

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title = "Enantioselective synthesis induced by chiral organic-inorganic hybrid silsesquioxane in conjunction with asymmetric autocatalysis",

abstract = "5-Pyrimidyl alkanol with up to 96% ee was formed using chiral organic-inorganic hybrid silsesquioxane in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, in conjunction with asymmetric autocatalysis.",

keywords = "Asymmetric autocatalysis, Asymmetric induction, Asymmetric synthesis, Chiral hybrid silsesquioxane",

author = "Tsuneomi Kawasaki and Keisuke Ishikawa and Hiromitsu Sekibata and Itaru Sato and Kenso Soai",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research from The Ministry of Education, Culture, Science and Technology.",

year = "2004",

month = oct,

day = "11",

doi = "10.1016/j.tetlet.2004.08.135",

language = "English",

volume = "45",

pages = "7939--7941",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "42",

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TY - JOUR

T1 - Enantioselective synthesis induced by chiral organic-inorganic hybrid silsesquioxane in conjunction with asymmetric autocatalysis

AU - Kawasaki, Tsuneomi

AU - Ishikawa, Keisuke

AU - Sekibata, Hiromitsu

AU - Sato, Itaru

AU - Soai, Kenso

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research from The Ministry of Education, Culture, Science and Technology.

PY - 2004/10/11

Y1 - 2004/10/11

N2 - 5-Pyrimidyl alkanol with up to 96% ee was formed using chiral organic-inorganic hybrid silsesquioxane in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, in conjunction with asymmetric autocatalysis.

AB - 5-Pyrimidyl alkanol with up to 96% ee was formed using chiral organic-inorganic hybrid silsesquioxane in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, in conjunction with asymmetric autocatalysis.

KW - Asymmetric autocatalysis

KW - Asymmetric induction

KW - Asymmetric synthesis

KW - Chiral hybrid silsesquioxane

UR - http://www.scopus.com/inward/record.url?scp=4644363386&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=4644363386&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2004.08.135

DO - 10.1016/j.tetlet.2004.08.135

M3 - Article

AN - SCOPUS:4644363386

VL - 45

SP - 7939

EP - 7941

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 42

ER -

Enantioselective synthesis induced by chiral organic-inorganic hybrid silsesquioxane in conjunction with asymmetric autocatalysis

Abstract

Keywords

ASJC Scopus subject areas

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