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A concise formal synthesis of luotonin A

โœ Scribed by Daire Osborne; Paul J Stevenson


Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
59 KB
Volume
43
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


N-Acetyl-2-azetine undergoes Lewis acid catalysed [4+2] cycloaddition fragmentation reactions with imines derived from aniline to give 2,3-disubstituted quinolines. This chemistry was extended to a 2-glyoxylate imine to give rapid access to an advanced precursor to the antitumour alkaloid luotonin A.


๐Ÿ“œ SIMILAR VOLUMES


Total synthesis of luotonin A
โœ T.Ross Kelly; Stephen Chamberland; Richard A. Silva ๐Ÿ“‚ Article ๐Ÿ“… 1999 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 120 KB

The synthesis of the cytotoxic alkaloid luotonin A (1), which has been shown to possess antileukemic activity, has been achieved. The key step in the synthesis is a Friedl~inder condensation between 2-aminobenzaldehyde and dione 5.

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