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Synthesis of beta-dimorphecolic acid exploiting highly stereoselective reduction of a side-chain carbonyl group in a pi-allyltricarbonyliron lactone complex
被引：11
|作者：
Ley, SV
Meek, G
机构：
[1] Department of Chemistry, University of Cambridge, Cambridge, CB2 1EW, Lensfield Road
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
|
1997年
/
08期
关键词：
IRON TRICARBONYL COMPLEXES;
ORGANIC-SYNTHESIS;
ENANTIOMERS;
OXIDATION;
D O I：
10.1039/a607376j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ;
081704 ;
摘要：
A highly enantioselective synthesis of beta-dimorphecolic acid 1 is reported. The synthesis features a diastereoselective reduction of the ketone 4, in which the tricarbonyliron lactone tether induces a 1,5 transfer of chirality, followed by a stereoselective decarboxylation to create all the stereochemical elements of 1. Selective oxidation of the primary alcohol in the diol 17 serves to introduce the acid functionality.
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页码：1125 / 1133
页数：9
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