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AuCl3-Catalyzed Hydroalkoxylation of Conjugated Alkynoates: Synthesis of Five- and Six-Membered Cyclic Acetals

✍ Scribed by Alejandro Diéguez-Vázquez; C. Christoph Tzschucke; José Crecente-Campo; Sally McGrath; Steven V. Ley


Book ID
102177056
Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
361 KB
Volume
2009
Category
Article
ISSN
1434-193X

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Preparation of five- and six- membered c
✍ Jiro Tsuji; Yuichi Kobayashi; Hideaki Kataoka; Takashi Takahashi 📂 Article 📅 1980 🏛 Elsevier Science 🌐 French ⚖ 220 KB

Methyl 3-oxo-S-phenoxy-6-octenoate (1) was cyclized using Pd(OAc)2-PPh3 as a catalyst to give 2-carbomethoxy-3-vinylcyclopentanone (2) and 2-carbomethoxy-4-cycloheptenone (3). The former was the main product in acetonitrile. 2-Alkylated 3-oxo-8-phenoxy-6-octenoates were converted mainly to the five-