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

127 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)

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

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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.",

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

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AU - Kadowaki, Kousuke

AU - Soai, Kenso

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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.

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KW - Autocatalysis

KW - Molecular recognition

KW - Surface chemistry

KW - Zinc

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