Asymmetric Total Synthesis of Batzelladine D
Organic Letters1999Vol. 1(13), pp. 2169–2172
Citations Over TimeTop 10% of 1999 papers
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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