Synthesis of (−)-Lasubine(I) via a Planar Chiral [(η6-arene)Cr(CO)3] Complex
- 18 November 1999
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 1 (12) , 1997-1999
- https://doi.org/10.1021/ol991158v
Abstract
Key steps of the synthesis of the Lythraceae 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 productKeywords
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