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ChemInform Abstract: The First Enantioselective Aza-Diels—Alder Reactions of Imino Dienophiles on Use of a Chiral Zirconium Catalyst.

✍ Scribed by S. KOBAYASHI; S. KOMIYAMA; H. ISHITANI


Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


The First Enantioselective Aza-Diels-Alder Reactions of Imino Dienophiles on Use of a Chiral Zirconium Catalyst.

-The first examples of catalytic, enantioselective DA reactions of imine dienophiles with Danishefsky's dienes are reported. The free hydroxyl group of the aldimines is crucial with respect to good enantioselectivities. The additional methyl group in compound (IV) is recommended in order to avoid cis-trans isomerization of this aldimine. Absolute configurations are assigned tentatively. -(KOBAYASHI,


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A Parallel Combinatorial Approach to Locating Homochiral Lewis Acid Catalysts for the Asymmetric Aza-Diels-Alder Reaction of an Imino Dienophile. -Optimized conditions for the asymmetric aza-Diels-Alder reaction of Danishefsky's diene (I) and the imine (II) have been developed using parallel combin