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Anodic cyclization reactions and the synthesis of (−)-crobarbatic acid

✍ Scribed by Hai-Chao Xu; John D. Brandt; Kevin D. Moeller

Book ID
104095338
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
112 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis

A synthesis of (À)-crobarbatic acid is reported along with the first use of a vinyl-substituted ketene dithioacetal as a coupling partner for an anodic cyclization reaction. The use of the vinyl-substituted ketene dithioacetal enables the construction of a cyclic product having a tetrasubstituted carbon with a relative stereochemistry opposite to that originally obtained from the cyclization.

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Anodic oxidation reactions: the total sy
Anodic oxidation reactions: the total synthesis of (+)-nemorensic acid
✍ Bin Liu; Kevin D Moeller 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 62 KB

The anodic coupling of an enol ether to an oxygen nucleophile has been used as a key step in the total synthesis of (+)-nemorensic acid. The anodic cyclization reaction allows for a reversal in the way the tetrahydrofuran ring of the natural product is normally assembled and thus enables constructio