Journalartikel

Cooperative Brønsted Acid-Type Organocatalysis:  Alcoholysis of Styrene Oxides


AutorenlisteWeil, T; Kotke, M; Kleiner, CM; Schreiner, PR

Jahr der Veröffentlichung2008

Seiten1513-1516

ZeitschriftOrganic Letters

Bandnummer10

Heftnummer8

DOI Linkhttps://doi.org/10.1021/ol800149y

VerlagAmerican Chemical Society


Abstract

We present a mild and efficient method for the completely regioselective
alcoholysis of styrene oxides utilizing a cooperative Brønsted
acid-type organocatalytic system comprised of mandelic acid (1 mol %)
and N,N‘-bis-[3,5-bis-(trifluoromethyl)phenyl]-thiourea (1
mol %). Various styrene oxides are readily transformed into their
corresponding β-alkoxy alcohols in good to excellent yields at full
conversion. Simple aliphatic and sterically demanding, as well as
unsaturated and acid-sensitive alcohols can be employed.




Zitierstile

Harvard-ZitierstilWeil, T., Kotke, M., Kleiner, C. and Schreiner, P. (2008) Cooperative Brønsted Acid-Type Organocatalysis:  Alcoholysis of Styrene Oxides, Organic Letters, 10(8), pp. 1513-1516. https://doi.org/10.1021/ol800149y

APA-ZitierstilWeil, T., Kotke, M., Kleiner, C., & Schreiner, P. (2008). Cooperative Brønsted Acid-Type Organocatalysis:  Alcoholysis of Styrene Oxides. Organic Letters. 10(8), 1513-1516. https://doi.org/10.1021/ol800149y



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