Intercepting fleeting cyclic allenes with asymmetric nickel catalysis.

ABSTRACT: Strained cyclic organic molecules, such as arynes, cyclic alkynes and cyclic allenes, have intrigued chemists for more than a century with their unusual structures and high chemical reactivity¹. The considerable ring strain (30-50 kilocalories per mole)^2,3 that characterizes these transient intermediates imparts high reactivity in many reactions, including cycloadditions and nucleophilic trappings, often generating structurally complex products⁴. Although strategies to control absolute stereochemistry in these reactions have been reported using stoichiometric chiral reagents^5,6, catalytic asymmetric variants to generate enantioenriched products have remained difficult to achieve. Here we report the interception of racemic cyclic allene intermedia

SUBMITTER: Yamano MM 

PROVIDER: S-EPMC8297713 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature