Diels catalytic asymmetric

Catalytic asymmetric hetero-Diels-Alder addition of carbonyl compounds 99ACR605. 

Catalytic asymmetric Diels-Alder reactions are presented by Hayashi, who takes as the starting point the synthetically useful breakthrough in 1979 by Koga et al. The various chiral Lewis acids which can catalyze the reaction of different dieno-philes are presented. Closely related to the Diels-Alder reaction is the [3-1-2] carbo-cyclic cycloaddition of palladium trimethylenemethane with alkenes, discovered by Trost and Chan. In the second chapter Chan provides some brief background information about this class of cycloaddition reaction, but concentrates primarily on recent advances. The part of the book dealing with carbo-cycloaddition reactions is... 

I 1 Catalytic Asymmetric Diels-Alder Reactions 1.2.3.1 Aluminum... 

To achieve catalytic enantioselective aza Diels-Alder reactions, choice of metal is very important. It has been shown that lanthanide triflates are excellent catalysts for achiral aza Diels-Alder reactions [5]. Although stoichiometric amounts of Lewis acids are often required, a small amount of the triflate effectively catalyzes the reactions. On the basis of these findings chiral lanthanides were used in catalytic asymmetric aza Diels-Alder reactions. The chiral lanthanide Lewis acids were first developed to realize highly enantioselective Diels-Alder reactions of 2-oxazolidin-l-one with dienes [6]. 

Several examples of catalytic asymmetric aza Diels-Alder reactions are shown in Table 5.10 [30]. The reaction always proceeded smoothly to afford the correspond-... 

Tab. 5.13 Catalytic asymmetric aza Diels-Alder reactions of 2-azadienes...

Scheme 7. Catalytic asymmetric Diels-Alder approach to enantiomerically pure iodolactone 32.

Catalytic asymmetric aza-Diels-Alder reactions using a chiral lanthanide Lewis acid. Enantioselective synthesis of tetrahydroquinoline derivatives using a catalytic amount of a chiral source [98]... 

Jorgensen K. A. Catalytic Asymmetric Hetero-Diels-Alder Reactions of Carbonyl... 

Keywords catalytic asymmetric hetero-Diels-Alder reaction... 

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