Litcius/Paper detail

Kinetically Controllable Construction of Nine-Membered Carbocycles via Pd-Catalyzed Decarboxylative Cycloaddition

Ying Liu, Yicheng He, Yang Liu, Kun Wei, Wusheng Guo

2022Organic Letters25 citationsDOI

Abstract

A kinetically controllable strategy toward the construction of otherwise challenging nine-membered carbocycles is reported. This Pd-catalyzed decarboxylative procedure utilizes vinyl methylene cyclic carbonates as the C5-dipole and allylidenemalononitriles as C4-building blocks. The protocol features user-friendly operations with controllable regioselectivity and generates CO2 as the sole byproduct. The formation of synthetically valuable and thermodynamically favored seven-membered carbocycles was also investigated.

Topics & Concepts

ChemistryRegioselectivityCatalysisCycloadditionMethyleneCombinatorial chemistryComputational chemistryOrganic chemistryCarbon dioxide utilization in catalysisAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization Methods