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Catalytic enantioselective synthesis of 2-aryl-chromenes.


ABSTRACT: An enantioselective Pd-catalyzed 6-endo-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-2H-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can be transformed into biologically active compounds through functionalization of the chromene alkene.

SUBMITTER: Zeng BS 

PROVIDER: S-EPMC4334165 | biostudies-literature | 2014 Jun

REPOSITORIES: biostudies-literature

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Catalytic enantioselective synthesis of 2-aryl-chromenes.

Zeng Bi-Shun BS   Yu Xinyi X   Siu Paul W PW   Scheidt Karl A KA  

Chemical science 20140601 6


An enantioselective Pd-catalyzed 6-<i>endo</i>-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-<i>2H</i>-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can be transformed into biologically active compounds through functionalization of the chrome  ...[more]

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