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Scope and mechanism of the highly stereoselective metal-mediated domino aldol reactions of enolates with aldehydes.

ABSTRACT: A one-pot transformation, which involves the reaction of ketones with aldehydes in the presence of metal halides to furnish tetrahydro-2H-pyran-2,4-diols in a highly diastereoselective manner, is investigated thoroughly by experiments and computations. The reaction was also successfully implemented on a flow micro reactor system.

SUBMITTER: Cinar ME

PROVIDER: S-EPMC4902021 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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Scope and mechanism of the highly stereoselective metal-mediated domino aldol reactions of enolates with aldehydes.

Cinar M Emin ME Engelen Bernward B Panthöfer Martin M Deiseroth Hans-Jörg HJ Schlirf Jens J Schmittel Michael M

Beilstein journal of organic chemistry 20160427

A one-pot transformation, which involves the reaction of ketones with aldehydes in the presence of metal halides to furnish tetrahydro-2H-pyran-2,4-diols in a highly diastereoselective manner, is investigated thoroughly by experiments and computations. The reaction was also successfully implemented on a flow micro reactor system. ...[more]

PMID: 27340472

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