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Catalytic enantioselective arylative cyclizations of alkynyl 1,3-diketones by 1,4-rhodium(i) migration.

ABSTRACT: The enantioselective synthesis of densely functionalized polycarbocycles by the rhodium(i)-catalyzed reaction of arylboronic acids with 1,3-diketones is described. The key step in these desymmetrizing domino addition-cyclization reactions is an alkenyl-to-aryl 1,4-Rh(i) migration, which enables arylboronic acids to function effectively as 1,2-dimetalloarene surrogates.

SUBMITTER: Groves A

PROVIDER: S-EPMC8157494 | biostudies-literature | 2020 Feb

REPOSITORIES: biostudies-literature

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Catalytic enantioselective arylative cyclizations of alkynyl 1,3-diketones by 1,4-rhodium(i) migration.

Groves Alistair A Sun Jinwei J Parke Hal R I HRI Callingham Michael M Argent Stephen P SP Taylor Laurence J LJ Lam Hon Wai HW

Chemical science 20200206 10

The enantioselective synthesis of densely functionalized polycarbocycles by the rhodium(i)-catalyzed reaction of arylboronic acids with 1,3-diketones is described. The key step in these desymmetrizing domino addition-cyclization reactions is an alkenyl-to-aryl 1,4-Rh(i) migration, which enables arylboronic acids to function effectively as 1,2-dimetalloarene surrogates. ...[more]

PMID: 34084335

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