Ein effizienter nucleophiler Carben-Katalysator für die asymmetrische Benzoinkondensation
Angewandte ChemiePublished 17 May 2002
Dieter Enders, Ulrike Kallfass
Citations114
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Abstract
Das chirale bicyclische Triazoliumsalz 1 ist der bislang effizienteste Präkatalysator für die asymmetrische Benzoinkondensation. Die unterschiedlich substituierten Acyloine 3 werden in moderaten bis guten Ausbeuten und mit sehr guten Enantiomerenüberschüssen aus den entsprechenden Benzaldehyden 2 erhalten. Die hohe asymmetrische Induktion beruht vermutlich auf der konformativen Rigidität des bicyclischen nucleophilen Carben-Katalysators und der Abschirmung im Breslow-Intermediat durch die sterisch anspruchsvolle tert-Butylgruppe.
Keywords
Chemistry
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