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Organocatalytic “Difficult” Michael Reaction of Ketones with Nitrodienes Utilizing a Primary Amine–Thiourea Based on Di-tert-butyl Aspartate

✍ Scribed by Michail Tsakos; Christoforos G. Kokotos


Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
351 KB
Volume
2012
Category
Article
ISSN
1434-193X

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✦ Synopsis


Abstract

The primary amine–thiourea based on di‐tert‐butyl (S)‐aspartate and (1__R__,2__R__)‐1,2‐diphenylethylene‐1,2‐diamine has been successfully employed in the “difficult” Michael reaction between aromatic ketones or acetone with nitrodienes. The high stability and reactivity of the catalyst led to improved reaction conditions. Thus, the desired products were obtained in high to excellent yields (up to 100 %) and excellent enantioselectivities (up to 99 %) even at elevated temperatures.