Enantiocontrolled preparation of indolizidines: synthesis of (-)-2-epilentiginosine and (+)-lentiginosine |
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| Authors: | Rasmussen M O Delair P Greene A E |
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| Institution: | Université Joseph Fourier de Grenoble, LEDSS, Chimie Recherche (LEDSS), 38041 Grenoble Cedex, France. |
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| Abstract: | A highly stereoselective approach to (-)-2-epilentiginosine and (+)-lentiginosine has been developed based on a diastereofacially selective cycloaddition of dichloroketene with a chiral dienol ether. The two naturally occurring indolizidines are each obtained enantioselectively (> or = 99:1) in ca. 8.5% overall yield. |
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