Recent Natural Product Total Syntheses Involving Cycloadditions of Allenes

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 11, 2025

Comprehensive Summary Allenes, characterized by their cumulated carbon–carbon double bonds, have emerged as indispensable synthons in the construction of complex natural products. Their unique reactivity and stereochemical properties render allenes a powerful tool for efficient streamlined total synthesis structurally intricate This review comprehensively summarizes syntheses products involving allene cycloaddition reactions reported over past decade (2014—2024). Among nearly 20 reviewed, [2+1], [2+2], [3+2], [4+2], [4+3], [5+1] [2+2+1] are most important transformations to construct key skeleton. is because ability form multiple bonds single step with high atom economy, stereoselectivity, regioselectivity, often under mild conditions. The strategic application these forming controlling stereochemistry makes them practical assembly molecular frameworks. With ongoing exploration methods generation, particularly enantioselective approaches, continued discovery novel cyclization allenes, chemistry will maintain its crucial role Key Scientists

Language: Английский

Geometric distortion as an enabling tool for organic synthesis

Nature Synthesis, Journal Year: 2025, Volume and Issue: 4(4), P. 421 - 431

Published: April 9, 2025

Language: Английский

Diels–Alder Cycloadditions of Oxacyclic Allenes and α-Pyrones

Organic Letters, Journal Year: 2024, Volume and Issue: 26(30), P. 6465 - 6470

Published: July 24, 2024

Reactions of α-pyrones with oxacyclic allenes in Diels–Alder trappings are described. We investigate regioselectivity trends and perform competition experiments to assess the influence structural electronic features on relative reaction rates. also demonstrate stereospecific trapping an allene, which proceeds high optical yield. This study provides insight into strained cyclic allene reactivity, as well new synthetic tools for rapid construction complex, heterocyclic scaffolds.

Language: Английский