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Sulfonamide ligands from chiral aziridines - Application to the titanium-mediated addition of diethylzinc to benzaldehyde
KTH, Superseded Departments, Chemistry.ORCID iD: 0000-0002-1743-7650
2002 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 18, 3179-3188 p.Article in journal (Refereed) Published
Abstract [en]

A modular approach was developed for the preparation of chiral, enantiopure sulfonamide ligands with C-1, C-2, and C-3 symmetry by ring opening of chiral N-sulfonylaziridines with ammonia, primary amines, and diamines. The new ligands were assessed in the titanium-mediated addition of diethylzinc to benzaldehyde, giving the product with selectivities up to 76% ee. ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

Place, publisher, year, edition, pages
2002. no 18, 3179-3188 p.
Keyword [en]
sulfonamides, aziridines, enantioselective, diethylzinc, titanium, catalytic enantioselective cyclopropanation, allylic alcohols, parallel library, diels-alder, bis(halomethyl)zinc reagents, c2-symmetrical disulfonamide, aliphatic-aldehydes, michael additions, aldol reactions, complexes
URN: urn:nbn:se:kth:diva-21906ISI: 000178079100012OAI: diva2:340604
QC 20100525Available from: 2010-08-10 Created: 2010-08-10Bibliographically approved

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