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Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation.


ABSTRACT: A straightforward synthetic entry to functionalized hydrindane compounds based on a rapid assembly of the core nucleus by a Danheiser cycloaddition is reported. Valuable bicyclic building blocks containing the fused five and six-membered carbocyclic ring system can be achieved in only four steps from a simple acyclic ?-keto ester.

SUBMITTER: Saborit GV 

PROVIDER: S-EPMC6204772 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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Synthesis of <i>cis</i>-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation.

Saborit Gisela V GV   Cativiela Carlos C   Jiménez Ana I AI   Bonjoch Josep J   Bradshaw Ben B  

Beilstein journal of organic chemistry 20181009


A straightforward synthetic entry to functionalized hydrindane compounds based on a rapid assembly of the core nucleus by a Danheiser cycloaddition is reported. Valuable bicyclic building blocks containing the fused five and six-membered carbocyclic ring system can be achieved in only four steps from a simple acyclic β-keto ester. ...[more]

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