Organocatalytic Entry to Chiral Bicyclo[3. n .1]alkanones via Direct Asymmetric Intramolecular Aldolization

Intramolecular ring cleavage of chiral t

Intramolecular ring cleavage of chiral terpenoid-derived oxazinone via asymmetric anti-aldol reaction: Unexpected entry to a N-substituted tetrahydro-1,3-oxazine-2,4-dione derivative

✍ Tariq R Abbas; J.I.G Cadogan; Allan A Doyle; Ian Gosney; Philip K.G Hodgson; Gar 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 208 KB

In the presence of excess Bu2BOTf to promote anti-selectivity, an asymmetric aldol reaction with a homochiral terpenoid-derived 1,3-oxazin-2-one as the chiral control element results unexpectedly in ring cleavage by an intramolecular process to form a N-substituted tetrahydro-l,3oxazine-2,4-dione in