Asymmetric synthesis of an organic compound with high enantiomeric excess induced by inorganic ionic sodium chlorate

Itaru Sato; Kousuke Kadowaki; Kenso Soai

doi:10.1002/(SICI)1521-3773(20000417)39:8<1510::AID-ANIE1510>3.0.CO;2-R

Asymmetric synthesis of an organic compound with high enantiomeric excess induced by inorganic ionic sodium chlorate

Itaru Sato, Kousuke Kadowaki, Kenso Soai

SCI - Research and Analytical Center for Giant Molecules

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

133 Citations (Scopus)

Abstract

Morphologically chiral crystals of sodium chlorate induce highly enantioselective synthesis. Thus the addition of diisopropylzinc to 2-(tert- butylethynyl)pyrimidine-5-carbaldehyde in the presence of d- and l-NaClO₃ gives the (S)- and (R)-alkanol, respectively, in high yields and with high ee values.

Original language	English
Pages (from-to)	1510-1512
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	39
Issue number	8
DOIs	https://doi.org/10.1002/(SICI)1521-3773(20000417)39:8<1510::AID-ANIE1510>3.0.CO;2-R
Publication status	Published - 2000 Apr 17

Keywords

Asymmetric synthesis
Autocatalysis
Molecular recognition
Surface chemistry
Zinc

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Access to Document

10.1002/(SICI)1521-3773(20000417)39:8<1510::AID-ANIE1510>3.0.CO;2-R

Cite this

@article{886441d35dda4ad48221036d0955b9f4,

title = "Asymmetric synthesis of an organic compound with high enantiomeric excess induced by inorganic ionic sodium chlorate",

abstract = "Morphologically chiral crystals of sodium chlorate induce highly enantioselective synthesis. Thus the addition of diisopropylzinc to 2-(tert- butylethynyl)pyrimidine-5-carbaldehyde in the presence of d- and l-NaClO3 gives the (S)- and (R)-alkanol, respectively, in high yields and with high ee values.",

keywords = "Asymmetric synthesis, Autocatalysis, Molecular recognition, Surface chemistry, Zinc",

author = "Itaru Sato and Kousuke Kadowaki and Kenso Soai",

year = "2000",

month = apr,

day = "17",

doi = "10.1002/(SICI)1521-3773(20000417)39:8<1510::AID-ANIE1510>3.0.CO;2-R",

language = "English",

volume = "39",

pages = "1510--1512",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "8",

}

TY - JOUR

T1 - Asymmetric synthesis of an organic compound with high enantiomeric excess induced by inorganic ionic sodium chlorate

AU - Sato, Itaru

AU - Kadowaki, Kousuke

AU - Soai, Kenso

PY - 2000/4/17

Y1 - 2000/4/17

N2 - Morphologically chiral crystals of sodium chlorate induce highly enantioselective synthesis. Thus the addition of diisopropylzinc to 2-(tert- butylethynyl)pyrimidine-5-carbaldehyde in the presence of d- and l-NaClO3 gives the (S)- and (R)-alkanol, respectively, in high yields and with high ee values.

AB - Morphologically chiral crystals of sodium chlorate induce highly enantioselective synthesis. Thus the addition of diisopropylzinc to 2-(tert- butylethynyl)pyrimidine-5-carbaldehyde in the presence of d- and l-NaClO3 gives the (S)- and (R)-alkanol, respectively, in high yields and with high ee values.

KW - Asymmetric synthesis

KW - Autocatalysis

KW - Molecular recognition

KW - Surface chemistry

KW - Zinc

UR - http://www.scopus.com/inward/record.url?scp=0034678915&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0034678915&partnerID=8YFLogxK

U2 - 10.1002/(SICI)1521-3773(20000417)39:8<1510::AID-ANIE1510>3.0.CO;2-R

DO - 10.1002/(SICI)1521-3773(20000417)39:8<1510::AID-ANIE1510>3.0.CO;2-R

M3 - Article

AN - SCOPUS:0034678915

VL - 39

SP - 1510

EP - 1512

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 8

ER -

Asymmetric synthesis of an organic compound with high enantiomeric excess induced by inorganic ionic sodium chlorate

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this