Abstract

AbstractA straightforward procedure is presented for the covalentimmobilization of ester and silyl ether derivatives of theCinchona alkaloid 10,11‐dihydroquinidine within insoluble cross‐linked silicone elastomeric films. These materials were effective heterogeneous organocatalysts in the asymmetric dimerization of ketenes, which provided chiral Weinreb β‐ketoamides in 28–83 % yield and 79–99 % ee in the course of several recycles. A productivity/enantioselectivity protocol is also proposed to better assess the relative merits of soluble and supported asymmetric catalytic systems towards process intensification.

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