The combined use of stereoelectronic control and ring closing metathesis for the synthesis of (−)-8-epi-swainsonine |
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| Authors: | Adrian J Murray Peter Hitchcock |
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| Institution: | Department of Chemistry, School of Life Sciences, University of Sussex, Falmer, Brighton, East Sussex, BN1 9QJ, UK |
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| Abstract: | A novel and efficient synthesis of (−)-8-epi-swainsonine 2 is reported. Stereocontrolled diol formation from the bicyclic alkene 3 followed by a stereoselective vinylation of the aldehyde and ring closing metathesis gave the indolizidine ring system, which was converted into (−)-8-epi-swainsonine 2. |
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| Keywords: | Stereoselective Indolizidine synthesis Stereoelectronic Metathesis |
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