Atropo-Diastereoselective Cleavage of Configurationally Unstable Biaryl Lactones with Alkali Metal Activated Primary 1-Arylethylamines

Synthesis of Axially Chiral Biaryls by A

Synthesis of Axially Chiral Biaryls by Atropo-Diastereoselective Cleavage of Configurationally Unstable Biaryl Lactones with Menthol-Derived O-Nucleophiles

✍ Gerhard Bringmann; Matthias Breuning; Rainer Walter; Andreas Wuzik; Karl Peters; 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 480 KB

Configurationally unstable lactone-bridged biaryls 4 are 5 possibly formed (if at all) can be recycled ("axially chiral economy") by cyclization back to the lactone 4. For the cleaved atropo-diastereoselectively using chiral mentholderived alkali metal alkoxides, to give axially chiral biaryl prepar