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Highly Diastereoselective Diels−Alder Reactions Using a Fructose Diacetonide Chiral Scaffold

✍ Scribed by Enholm, Eric J.; Jiang, Shujun

Book ID
126873206
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
105 KB
Volume
65
Category
Article
ISSN
0022-3263

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✍ Isabelle Cabanal-Duvillard; Jean-François Berrien; Léon Ghosez; Henri-Philippe H 📂 Article 📅 2000 🏛 Elsevier Science 🌐 French ⚖ 143 KB

AbstractÐA formal asymmetric synthesis of (2)-epibatidine is reported. The key step of the synthesis is a regio-and diastereoselective cycloaddition of silyloxycyclohexadiene with the acylnitroso dienophile derived from (1)-camphorsultam. The resulting cycloadduct was readily transformed into the N-