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The First Total Synthesis of (±)-Arisugacin A, a Potent, Orally Bioavailable Inhibitor of Acetylcholinesterase

✍ Scribed by Sunazuka, Toshiaki; Handa, Masaki; Nagai, Kenichiro; Shirahata, Tatsuya; Harigaya, Yoshihiro; Otoguro, Kazuhiko; Kuwajima, Isao; Ōmura, Satoshi


Book ID
121403874
Publisher
American Chemical Society
Year
2002
Tongue
English
Weight
59 KB
Volume
4
Category
Article
ISSN
1523-7060

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The first enantioselective total synthes
✍ Kevin P. Cole; Richard P. Hsung 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 108 KB

The first enantioselective synthesis of (-)-arisugacin A in 17 steps is described here, featuring a CBS asymmetric ketone reduction and a highly stereoselective formal [3+3] cycloaddition approach. This concise synthesis of the enantiomer unambiguously confirms the original assignment of the absolut