This review focuses on the preparation and applications in total synthesis of 2-azabicyclo[3.2.1]octane structures, a class of natural and synthetic compounds with a range of biological activities.
A systematic review of three major types of [5 + 2] cycloaddition reactions in natural product synthesis (2013–2024), highlighting their power in constructing complex frameworks through direct comparisons with alternative synthetic strategies.
A homocamphor-based β-ketoester was synthesized using AlCl3-catalyzed ring expansion of rac- or R(+)-camphor. The possibility of diastereoselective functionalization and other transformations of the resulting ketoester is demonstrated.
Chiral bicyclo[3.2.1]octanes are constructed in high yields with up to single dr and er through [3 + 2]-annulation of hydroxy-p-quinones with α-alkylnitroethylenes with a low-loading of Rawal's quinine-squaramide-catalyst under ambient conditions.
A novel palladium-catalyzed strategy was employed to achieve higher-order (4 + 3) cycloadditions of bicyclobutanes with various 2-alkylidenetrimethylene carbonates to synthesize 2-oxabicyclo[4.1.1]octanes.