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Total Synthesis of (±)-Trachyspic Acid and Determination of the Relative Configuration

✍ Scribed by Hirai, Kanako; Ooi, Hidenori; Esumi, Tomoyuki; Iwabuchi, Yoshiharu; Hatakeyama, Susumi


Book ID
120666018
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
94 KB
Volume
5
Category
Article
ISSN
1523-7060

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Enantioselective formal total synthesis
✍ Frederick Calo; Jeffery Richardson; Andrew J.P. White; Anthony G.M. Barrett 📂 Article 📅 2009 🏛 Elsevier Science 🌐 French ⚖ 428 KB

An enantioselective formal total synthesis of (À)-trachyspic acid was carried out using, as key steps, an asymmetric aldol reaction of a chiral oxazolidinone and a diastereoselective alkylation of a chiral 1,3dioxolan-2-one. The key lactone 3 was synthesized in five steps starting from dioxolanone 9