Chiral secondary alcohol-induced asymmetric autocatalysis: correlation between the absolute configuration of the chiral initiators and the product

Takanori Shibata; Kimiko Iwahashi; Tsuneomi Kawasaki; Kenso Soai

doi:10.1016/j.tetasy.2007.07.030

Chiral secondary alcohol-induced asymmetric autocatalysis: correlation between the absolute configuration of the chiral initiators and the product

Takanori Shibata, Kimiko Iwahashi, Tsuneomi Kawasaki, Kenso Soai

School of Advanced Science and Engineering

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

22 Citations (Scopus)

Abstract

In the presence of various chiral secondary alcohols as chiral initiators, an enantioselective alkylation of a pyrimidine-5-carbaldehyde using diisopropylzinc was examined: a pyrimidyl alkanol was obtained in high yield and enantiomeric excess. The correlation between the absolute configuration of the chiral secondary alcohols and the pyrimidyl alkanol is discussed.

Original language	English
Pages (from-to)	1759-1762
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	18
Issue number	15
DOIs	https://doi.org/10.1016/j.tetasy.2007.07.030
Publication status	Published - 2007 Aug 9

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

Access to Document

10.1016/j.tetasy.2007.07.030

Fingerprint Dive into the research topics of 'Chiral secondary alcohol-induced asymmetric autocatalysis: correlation between the absolute configuration of the chiral initiators and the product'. Together they form a unique fingerprint.

Cite this

@article{459657c0669a40cf84c17fb35c4ad61b,

title = "Chiral secondary alcohol-induced asymmetric autocatalysis: correlation between the absolute configuration of the chiral initiators and the product",

abstract = "In the presence of various chiral secondary alcohols as chiral initiators, an enantioselective alkylation of a pyrimidine-5-carbaldehyde using diisopropylzinc was examined: a pyrimidyl alkanol was obtained in high yield and enantiomeric excess. The correlation between the absolute configuration of the chiral secondary alcohols and the pyrimidyl alkanol is discussed.",

author = "Takanori Shibata and Kimiko Iwahashi and Tsuneomi Kawasaki and Kenso Soai",

year = "2007",

month = aug,

day = "9",

doi = "10.1016/j.tetasy.2007.07.030",

language = "English",

volume = "18",

pages = "1759--1762",

journal = "Tetrahedron Asymmetry",

issn = "0957-4166",

publisher = "Elsevier Limited",

number = "15",

}

TY - JOUR

T1 - Chiral secondary alcohol-induced asymmetric autocatalysis

T2 - correlation between the absolute configuration of the chiral initiators and the product

AU - Shibata, Takanori

AU - Iwahashi, Kimiko

AU - Kawasaki, Tsuneomi

AU - Soai, Kenso

PY - 2007/8/9

Y1 - 2007/8/9

N2 - In the presence of various chiral secondary alcohols as chiral initiators, an enantioselective alkylation of a pyrimidine-5-carbaldehyde using diisopropylzinc was examined: a pyrimidyl alkanol was obtained in high yield and enantiomeric excess. The correlation between the absolute configuration of the chiral secondary alcohols and the pyrimidyl alkanol is discussed.

AB - In the presence of various chiral secondary alcohols as chiral initiators, an enantioselective alkylation of a pyrimidine-5-carbaldehyde using diisopropylzinc was examined: a pyrimidyl alkanol was obtained in high yield and enantiomeric excess. The correlation between the absolute configuration of the chiral secondary alcohols and the pyrimidyl alkanol is discussed.

UR - http://www.scopus.com/inward/record.url?scp=34548417133&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34548417133&partnerID=8YFLogxK

U2 - 10.1016/j.tetasy.2007.07.030

DO - 10.1016/j.tetasy.2007.07.030

M3 - Article

AN - SCOPUS:34548417133

VL - 18

SP - 1759

EP - 1762

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

SN - 0957-4166

IS - 15

ER -