期刊
TETRAHEDRON LETTERS
卷 53, 期 29, 页码 3808-3810出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.05.060
关键词
1-Oxo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid; Diels-Alder; Tetrasubstituted benzene
资金
- CNPq
- FAPESP
- CAPES
The synthesis of a functionalized 1-oxo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid has been performed in 10 steps from the readily available dimedone. Only three purifications by flash chromatography are required through the whole sequence. The key step is the reaction between a dimedone derivative and a chlorotetrolic ester, that gives a tetrasubstituted benzene ring (through a Diels-Alder/retro- Diels-Alder process) bearing the substituents in the suitable positions for further functionalization. (C) 2012 Elsevier Ltd. All rights reserved.
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