Abstract

Enantioselective synthesis of 3-substituted prolines was achieved starting from commercially available 3-hydroxy-( S)-2-proline. Palladium-mediated couplings were used to introduce a variety of groups at C3 using the corresponding enol triflate derived from N-trityl 3-oxo-( S)-2-proline methyl ester. Cleavage of the trityl residue and hydrogenation provided final products with good to modest diastereoselectivity.

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