Enantiomeric diastereomers can be selectively obtained from the fumarate 1 and dienes. For instance, the uncatalyzed Diels‐Alder reaction of 1 with cyclopentadiene gives preferentially the diastereomer 2a (2a : 2b = 98 :2); with TiCl4 as catalyst, on the other hand, 2b is the main product (2a : 2b = 5 :95). Analogous results were obtained for less reactive dienes [R*OH = (S)‐ethyl lactate].
Enantiomere Diastereomere nach Wahl sind aus dem Fumarat 1 und Dienen zugänglich. So ergibt die unkatalysierte Diels‐Alder‐Reaktion von 1 mit Cyclopentadien bevorzugt das Diastereomer 2a (2a : 2b = 98 : 2); mit TiCl4 als Katalysator entsteht dagegen überwiegend 2b (2a : 2b = 5 : 95). Analoge Resultate wurden auch mit weniger reaktiven Dienen erhalten [R*–OH = (S)‐Ethyllactat].
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