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Free keywords:
Asymmetric Catalysis; Bioisosteres; Cyclopropanation; Heterobimetallic Complexes; Rhodium Carbenes
Abstract:
Although 2-furyl-carbenes (furfurylidenes) are prone to instantaneous electrocyclic ring opening, chiral [BiRh]-paddlewheel complexes empowered by London dispersion allow (trifluoromethyl)furfurylidene metal complexes to be generated from a bench-stable triftosylhydrazone precursor. These reactive intermediates engage in asymmetric [2+1] cycloadditions and hence open entry into valuable trifluoromethylated cyclopropane or −cyclopropene in optically active form, which are important building blocks for medicinal chemistry but difficult to make otherwise.