Asymmetric autocatalysis induced by chiral hydrocarbon [2.2]paracyclophanes

Itaru Sato; Atsushi Ohno; Yohei Aoyama; Toshinari Kasahara; Kenso Soai

doi:10.1039/b209520n

Asymmetric autocatalysis induced by chiral hydrocarbon [2.2]paracyclophanes

Itaru Sato, Atsushi Ohno, Yohei Aoyama, Toshinari Kasahara, Kenso Soai

SCI - Research and Analytical Center for Giant Molecules

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

21 Citations (Scopus)

Abstract

Chiral hydrocarbon [2.2]paracyclophanes act as chiral initiators in asymmetric autocatalysis in the addition of diisopropylzinc to pyrimidine-5-carbaldehyde and give highly enantiomerically enriched 5-pyrimidyl alkanol with a reversed sense of the enantioselectivity to that of other [2.2]paracyclophanes with heteroatoms.

Original language	English
Pages (from-to)	244-246
Number of pages	3
Journal	Organic and Biomolecular Chemistry
Volume	1
Issue number	2
DOIs	https://doi.org/10.1039/b209520n
Publication status	Published - 2003 Jan 21

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "Chiral hydrocarbon [2.2]paracyclophanes act as chiral initiators in asymmetric autocatalysis in the addition of diisopropylzinc to pyrimidine-5-carbaldehyde and give highly enantiomerically enriched 5-pyrimidyl alkanol with a reversed sense of the enantioselectivity to that of other [2.2]paracyclophanes with heteroatoms.",

author = "Itaru Sato and Atsushi Ohno and Yohei Aoyama and Toshinari Kasahara and Kenso Soai",

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AU - Sato, Itaru

AU - Ohno, Atsushi

AU - Aoyama, Yohei

AU - Kasahara, Toshinari

AU - Soai, Kenso

PY - 2003/1/21

Y1 - 2003/1/21

N2 - Chiral hydrocarbon [2.2]paracyclophanes act as chiral initiators in asymmetric autocatalysis in the addition of diisopropylzinc to pyrimidine-5-carbaldehyde and give highly enantiomerically enriched 5-pyrimidyl alkanol with a reversed sense of the enantioselectivity to that of other [2.2]paracyclophanes with heteroatoms.

AB - Chiral hydrocarbon [2.2]paracyclophanes act as chiral initiators in asymmetric autocatalysis in the addition of diisopropylzinc to pyrimidine-5-carbaldehyde and give highly enantiomerically enriched 5-pyrimidyl alkanol with a reversed sense of the enantioselectivity to that of other [2.2]paracyclophanes with heteroatoms.

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JF - Organic and Biomolecular Chemistry

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ER -

Asymmetric autocatalysis induced by chiral hydrocarbon [2.2]paracyclophanes

Abstract

ASJC Scopus subject areas

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