Stereocontrolled synthesis of the oxathiabicyclo[3.3.1]nonane core structure of tagetitoxin.
نویسندگان
چکیده
Tagetitoxin is an unusually densely functionalized natural product, consisting of an unprecedented oxathiabicyclo[3.3.1]nonane ring system possessing acetate, phosphate, amide, carboxylic acid, and amine groups with six contiguous asymmetric centers. A fully functionalized core structure of tagetitoxin was synthesized from tri-O-acetyl-D-galactal in a highly stereoselective manner.
منابع مشابه
Progress toward the Synthesis of garsubellin A and related phloroglucins: the direct diastereoselective synthesis of the bicyclo[3.3.1]nonane core.
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Tagetitoxin is a phytotoxin which was first isolated in 1981 from a strain of Pseudomonas syringae pv. tagetis. It is viewed as a challenging synthetic target for a variety of reasons: The molecule shows a unique biological activity as a specific inhibitor of RNA polymerase HI. It has found some use within the biological community in the study of transcription. Its structure is assigned upon sp...
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عنوان ژورنال:
- Chemical communications
دوره 49 95 شماره
صفحات -
تاریخ انتشار 2013