Synthesis of (-)-lasubine(I) via a planar chiral [(η6-arene)Cr(CO)3] complex

被引:63
|
作者
Ratni, H [1 ]
Kundig, EP [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
关键词
D O I
10.1021/ol991158v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] 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 product.
引用
收藏
页码:1997 / 1999
页数:3
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