Journal article

H-bonding additives act like Lewis acid catalysts


Authors listSchreiner, PR; Wittkopp, A

Publication year2002

Pages217-220

JournalOrganic Letters

Volume number4

Issue number2

ISSN1523-7060

DOI Linkhttps://doi.org/10.1021/ol017117s

PublisherAmerican Chemical Society


Abstract
A combination of NMR, IR, and ab initio techniques reveals the striking structural similarities of an exemplary H-bonded complex of an N-acyloxazolidinone with an N,N'-disubstituted electron-poor thiourea and the corresponding Lewis acid complex. Although the H-bond association constant is lower than for the Lewis acid adduct, Diels-Alder reactions are accelerated and stereochemically altered in a fashion similar to weak Lewis acids.



Citation Styles

Harvard Citation styleSchreiner, P. and Wittkopp, A. (2002) H-bonding additives act like Lewis acid catalysts, Organic Letters, 4(2), pp. 217-220. https://doi.org/10.1021/ol017117s

APA Citation styleSchreiner, P., & Wittkopp, A. (2002). H-bonding additives act like Lewis acid catalysts. Organic Letters. 4(2), 217-220. https://doi.org/10.1021/ol017117s


Last updated on 2025-21-05 at 15:22