Stereoselective synthesis of (+)-(8R,8aR)-perhydro-8-indolizidinol |
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Authors: | R. Sateesh Chandra KumarG. Venkateswar Reddy K. Suresh BabuJ. Madhusudana Rao |
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Affiliation: | Natural Products Laboratory, Division of Organic Chemistry-I, Indian Institute of Chemical Technology, Hyderabad 500 607, India |
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Abstract: | A highly stereoselective total synthesis of (+)-(8R,8aR)-perhydro-8-indolizidinol is described. Key steps involved in this synthesis are diastereoselective zinc allylation, azido-olefin cyclization and reductive amination followed by cyclization which effectively constructed the indolizidine ring. This contributes a unique approach to the synthesis of indolizidine alkaloids that offers the advantages of brevity and relatively high overall yields. |
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Keywords: | Indolizidine alkaloids (+)-(8R,8aR)-Perhydro-8-indolizidinol Azido-olefin cyclization |
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