4.6 Article

Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes

Journal

RSC ADVANCES
Volume 9, Issue 42, Pages 24212-24217

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ra04768a

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Funding

  1. National Natural Science Foundation of China [21871128]
  2. Shenzhen Innovation of Science and Technology Commission [JCYJ20170817110526264, ZDSYS201802081843490]

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The enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides has been achieved with the aid of a chiral phosphoric acid. Importantly, the reaction took place with excellent chemo- and regioselectivities. In addition, the protocol features a low catalyst loading, mild reaction conditions, and enables the formation of unsymmetrical triarylmethanes in good to high yields with generally high enantioselectivities.

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