Substrate Design Approach in the Development of Novel MCRs

Substrate Design Approach in the Development of Novel MCRs 

These two examples illustrate how a subtle structural modification of the reactants can modify the reaction course, and hence the product of the MCR. 

The isocyanide is intrinsically nucleophilic, whereas the a-carbon of a-isocyanoacetate becomes a nucleophile only upon deprotonation. It is therefore 

This example demonstrates how subtle structural modification of one input in a given MCR could modify the reaction sequence and diversify the structure of the resulting adducts. 

When enantiomerically pure isonitriles 23 (Rj = alkyl) were used as inputs, racemic oxazoles were obtained. On the other hand, using proline methyl ester as an amine input, a moderate asymmetric induction was observed, leading to two separable diastereomers 27 in the ratio 2.5 1. 

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J5.3 Substrate Design Approach in the Development of Novel MCRs 601... 

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