An Improved Synthesis of Canthin-6-one
β Scribed by Czerwinski, Kevin M.; Zificsak, Craig A.; Stevens, John; Oberbeck, Melissa; Randlett, Christopher; King, Melissa; Mennen, Steve
- Book ID
- 115315691
- Publisher
- Taylor and Francis Group
- Year
- 2003
- Tongue
- English
- Weight
- 169 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0039-7911
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π SIMILAR VOLUMES
The cytotoxic alkaloid canthin-6-one was synthesized from harmalane in a short sequence (six steps) with good overall yield (18%) using a single electron transfer (SET) induced radical cationic hetero [4+2] cycloaddition as high yielding key step.
The six step synthesis of the cytotoxic antileukemic alkaloid 1-methoxy canthine-&one 2 is described. The pivotal steps m represented by the oxidation (DDQ) of 9 to tiord the 3-acylindole 14 and the conversion of 11 into the 4-methoxy-1-alkyl fl-carboline 15. A number of canthine-6-one alkaloids h