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Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis.

ABSTRACT: The enantioselective reaction of 1,6-enynes with O-, N-, and C-nucleophiles has been developed by matched ion pair gold(I) catalysis in which the chiral gold(I) cation and anion are H-bonded through a urea group. Very high levels of enantiocontrol are achieved (up to >99:1 er) for a broad scope of substrates. DFT studies demonstrate the importance of the H-bond donor group in anchoring the matched chiral cation- and anion-favoring additional noncovalent interactions.

SUBMITTER: Marti A

PROVIDER: S-EPMC10407850 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature

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Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis.

Martí Àlex À Ogalla Gala G Echavarren Antonio M AM

ACS catalysis 20230720 15

The enantioselective reaction of 1,6-enynes with O-, N-, and C-nucleophiles has been developed by matched ion pair gold(I) catalysis in which the chiral gold(I) cation and anion are H-bonded through a urea group. Very high levels of enantiocontrol are achieved (up to >99:1 er) for a broad scope of substrates. DFT studies demonstrate the importance of the H-bond donor group in anchoring the matched chiral cation- and anion-favoring additional noncovalent interactions. ...[more]

PMID: 37560194

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