Issue 2, 2003
From the journal:

Organic & Biomolecular Chemistry

Asymmetric autocatalysis induced by chiral hydrocarbon [2.2]paracyclophanes

Itaru Sato,a   Atsushi Ohno,a   Yohei Aoyama,a   Toshinari Kasaharaa  and  Kenso Soai*a  

* Corresponding authors

a Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo, 162-8601, Japan
E-mail: soai@rs.kagu.tus.ac.jp.

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.

Graphical abstract: Asymmetric autocatalysis induced by chiral hydrocarbon [2.2]paracyclophanes

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Article information

DOI
https://doi.org/10.1039/B209520N
Article type
Communication
Submitted
27 Sep 2002
Accepted
18 Nov 2002
First published
12 Dec 2002

Org. Biomol. Chem., 2003,1, 244-246

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Asymmetric autocatalysis induced by chiral hydrocarbon [2.2]paracyclophanes

I. Sato, A. Ohno, Y. Aoyama, T. Kasahara and K. Soai, Org. Biomol. Chem., 2003, 1, 244 DOI: 10.1039/B209520N

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