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A total synthesis of (−)-reiswigin a via sequential claisen rearrangement-intramolecular ester enolate alkylation

✍ Scribed by Deukjoon Kim; Kye Jung Shin; Ik Yoen Kim; Sang Woo Park


Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
220 KB
Volume
35
Category
Article
ISSN
0040-4039

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📜 SIMILAR VOLUMES


The ester enolate claisen rearrangement.
✍ Steven D. Burke; Frank J. Schoenen; Charles W. Murtiashaw 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 319 KB

An enantioselective route to the C(1) -C(6) erythronolide unit 10 is described, involving the dioxanone-to-dihydropyran enolate Claisen rearrangement (7 + 8), regio-and stereoselective hydroboration to give 9a, and reductive fragmentation of the heterocyclic template (9c + 10). The stereocontrolled