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Total Synthesis of (−)‐ and (+)‐Decarbamoyloxysaxitoxin and (+)‐Saxitoxin
Authors:Osamu Iwamoto  Ryoko Shinohara  Kazuo Nagasawa Prof Dr
Institution:Department of Biotechnology and Life Science, Tokyo University of Agriculture and Technology, 2‐24‐16 Naka‐cho, Koganei, Tokyo 184‐8588 (Japan), Fax: (+81)?42‐388‐7295
Abstract:Playing the sax : The enantioselective total syntheses of (?)‐ and (+)‐decarbamoyloxysaxitoxin (doSTX) and (+)‐saxitoxin (STX) are reported. A new methodology was developed for the synthesis of STXs, featuring discriminative reduction of the nitro group and N? O bond in nitroisoxazolidine.
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Keywords:1  3‐dipolar cycloaddition  guanidine  oxidation  natural products  total synthesis
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