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

Authors
Bach, T Aechtner, T Neumuller, B
Citation
T. Bach et al., Intermolecular hydrogen binding of a chiral host and a prochiral imidazolidinone: enantioselective Norrish-Yang cyclisation in solution, CHEM COMMUN, (7), 2001, pp. 607-608
Citations number
29
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
7
Year of publication
2001
Pages
607 - 608
Database
ISI
SICI code
1359-7345(2001):7<607:IHBOAC>2.0.ZU;2-I
Abstract
The Norrish-Yang cyclisation of a prochiral imidazolidinone which was condu cted in the presence of a chiral host afforded enantiomerically enriched (u p 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).