Highly Enantioselective Synthesis of g-Nitro Heteroaromatic Ketones in a Doubly Stereocontrolled Manner Catalyzed by Bifunctional Thiourea Catalysts Based on Dehydroabietic Amine: A Doubly Stereocontrolled Approach to Pyrrolidine Carboxylic Acids.

[摘要]：A new class of dehydroabietic amine-substituted primary amine-thiourea bifunctional catalysts, i.e. I, were designed and synthesized. The doubly stereocontrolled organocatalytic conjugate addn. of a variety of heterocycles-bearing ketones to nitroalkenes was investigated for the first time, affording (S)- or (R)-g-nitro heteroarom. ketones with excellent enantioselectivities (up to ee >99%). Furthermore, the nearly optically pure g-nitro heteroarom. ketones can be readily transformed into chiral pyrrolidine carboxylic acids.

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