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Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine.

ABSTRACT: A series of chiral triazolium salts have been synthesized from methyl l-phenylalaninate hydrochloride. The NHCs derived from this class of novel triazolium salts were found to be highly efficient catalysts in the annulation reaction of enals and 2-naphthols. These reactions proceeded with high chemoselectivity and wide substrate scope affording enantioenriched ?-arylsplitomicins in good yields with up to 96% ee.

SUBMITTER: Li GT 

PROVIDER: S-EPMC5707468 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

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Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine.

Li Guo-Tai GT   Gu Qing Q   You Shu-Li SL  

Chemical science 20150430 7

A series of chiral triazolium salts have been synthesized from methyl l-phenylalaninate hydrochloride. The NHCs derived from this class of novel triazolium salts were found to be highly efficient catalysts in the annulation reaction of enals and 2-naphthols. These reactions proceeded with high chemoselectivity and wide substrate scope affording enantioenriched β-arylsplitomicins in good yields with up to 96% ee. ...[more]

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