A New Intramolecular Migration in Thiosugar Chemistry: S → O Transfer of a Benzothiazol-2-Yl Group in Saccharidic Sulfones
作者:
David Gueyrard,
Christelle Lorin,
Patrick Rollin,
Jitka Moravcova,
期刊:
Journal of Carbohydrate Chemistry
(Taylor Available online 1999)
卷期:
Volume 18,
issue 3
页码: 317-331
ISSN:0732-8303
年代: 1999
DOI:10.1080/07328309908543998
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
Saccharidic benzothiazol-2-yl sulfones - readily obtained through regioselective Mitsunobu thiofunctionalization followed by standard S-oxidation - can easily undergo benzothiazol-2-yl group S → O transfer when submitted to the action of a hindered base under controlled conditions. Anipso-substitution process is the key-step of this novel intramolecular rearrangement of saccharidic sulfones.
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