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
来源：
ORGANIC LETTERS | 1999年 / 1卷 / 12期
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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