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Asymmetric Palladium-Catalyzed Annulation of Benzene-1,2-diols and Propargylic Carbonates

✍ Scribed by Jean-Robert Labrosse; Paul Lhoste; Denis Sinou

Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
114 KB
Volume
2002
Category
Article
ISSN
1434-193X

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✦ Synopsis

The reaction of benzene-1,2-diol with various propargylic carbonates in the presence of a palladium catalyst and various chiral ligands afforded the corresponding 2-alkylidene-3-alkyl-2,3-dihydrobenzodioxins in quite good yields and enantioselectivities of up to 97%. The highest enantiomeric ex- [a]

📜 SIMILAR VOLUMES

Palladium-Catalyzed Annulation of Aryl-1
Palladium-Catalyzed Annulation of Aryl-1,2-diols and Propargylic Carbonates. Theoretical Study of the Observed Regioselectivities
✍ Jean-Robert Labrosse; Paul Lhoste; Françoise Delbecq; Denis Sinou 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 English ⚖ 201 KB

## Abstract Methyl 1‐methylprop‐2‐ynyl carbonate reacts with 3‐ and 4‐substituted benzene‐1,2‐diols to give 2,3‐dihydro‐3‐methyl‐2‐methylidene‐1,4‐benzodioxines, as a mixture of regioisomers in the case of methoxy‐substituted diphenol, and a single regioisomer for the nitro‐ and the formyl‐substitu