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Stereochemical course of the [4+2] cycloaddition of 1-methoxybuta-1,3-diene to N-glyoxyloyl-(2R)-bornane-10,2-sultam. The formal synthesis of compactin and mevinolin

✍ Scribed by Tomasz Bauer; Christian Chapuis; Artur Jez̀ewski; Janusz Kozak; Janusz Jurczak


Book ID
108036436
Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
611 KB
Volume
7
Category
Article
ISSN
0957-4166

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The asymmetric ene reaction of N-glyoxyl
✍ Artur Jeżewski; Katarzyna Chajewska; Zbigniew Wielogórski; Janusz Jurczak 📂 Article 📅 1997 🏛 Elsevier Science 🌐 English ⚖ 508 KB

The asymmetric ene reaction of N-glyoxyloyl-(2R)-bomane-10,2-sultam 2 and its hemiacetal 3 with 1-pentene 4 and 1-hexene 5 in the presence of Lewis acids is reported. All the ene reactions studied led to diastereoisomeric mixtures of olefins 6 and 7 or 8 and 9, with predominance of products of the (