Issue 7, 2001
From the journal:

Chemical Communications

Intermolecular hydrogen binding of a chiral host and a prochiral imidazolidinone: enantioselective Norrish–Yang cyclisation in solution

Thorsten Bach,*a   Tobias Aechtnera  and  Bernhard Neumüller†b  

* Corresponding authors

a Lehrstuhl für Organische Chemie I, Technische Universität München, D-85747, Garching, Germany.
E-mail: thorsten.bach@ch.tum.de

b Fachbereich Chemie, Philipps-Universität, D-35032, Marburg, Germany

Abstract

The Norrish–Yang cyclisation of a prochiral imidazolidinone which was conducted in the presence of a chiral host afforded enantiomerically enriched (up to 26% ee) 1,3-diazabicyclo[3.3.0]octanones in good yields (73–86%) with a distinct preference for the exo-diastereoisomer (dr = 77/23–90/10).

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Article information

DOI
https://doi.org/10.1039/B100300N
Article type
Communication
Submitted
19 Dec 2000
Accepted
21 Feb 2001
First published
13 Mar 2001

Chem. Commun., 2001, 607-608

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Intermolecular hydrogen binding of a chiral host and a prochiral imidazolidinone: enantioselective Norrish–Yang cyclisation in solution

T. Bach, T. Aechtner and B. Neumüller, Chem. Commun., 2001, 607 DOI: 10.1039/B100300N

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