Synthesis of (--)-lasubine(I) via a planar chiral [(eta6-arene)Cr(CO)3] complex |
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Authors: | Ratni H Kündig E P |
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Institution: | Department of Organic Chemistry, University of Geneva, Switzerland. |
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Abstract: | Key steps of the synthesis of the Lythracaea alkaloid (--)-lasubine(I) are the formation of an enantiopure planar chiral arylaldehyde tricarbonylchromium complex and highly diastereoselective aza-Diels-Alder cycloaddition and intramolecular radical cyclization reactions to afford a quinolizidinone intermediate. Ketone reduction, desilylation, and decomplexation yield the enantiomerically pure product. |
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