Asymmetric total synthesis of batzelladine D |
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Authors: | Cohen F Overman L E Sakata S K |
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Affiliation: | Department of Chemistry, University of California, Irvine 92697-2025, USA. |
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Abstract: | [formula: see text] The first enantioselective total synthesis of a batzelladine alkaloid is described. The central reaction in the synthesis of (-)-batzelladine D (2) is a tethered Biginelli condensation of a guanidine aldehyde and an acetoacetic ester to generate a 7-substituted-1-iminohexahydropyrrolo-[1,2-c]pyrimidine intermediate having the anti stereochemistry of the methine hydrogens flanking the pyrrolidine nitrogen. |
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