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Synlett 2000; 2000(3): 388-390
DOI: 10.1055/s-2000-6543
DOI: 10.1055/s-2000-6543
letter
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High Stereochemical Fidelity in Reactions of an Atropisomeric N-Acyliminium Intermediate
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/200003/lookinside/thumbnails/10.1055-s-2000-6543-1.jpg)
Atropisomeric lactams bearing a chiral auxiliary were prepared by condensation of l-menthol with N-ortho-tert-butylphenyl-5-hydroxypyrrolidin-2-one. Substitution reactions of these compounds, via N-acyliminium intermediates, were demonstrated to be controlled by the C-N axis with a high degree of fidelity.
allylations - atropisomerism - chiral auxiliaries - lactams - N-acyliminium