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Cascade resulting in the reductive ethynylation of aldehydes: dissection of its components.

ABSTRACT: A mild and efficient two-carbon homologation of aldehydes exploiting multiple modes of KOt-Bu was developed. This process involves a sequential Peterson allenylation/allene-alkyne isomerization/protodesilylation in a single-flask operation. The differential roles played by the various elements of the process were demonstrated through dissection experiments.

SUBMITTER: Lee D

PROVIDER: S-EPMC2847877 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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Cascade resulting in the reductive ethynylation of aldehydes: dissection of its components.

Lee Dongjoo D Danishefsky Samuel J SJ

Journal of the American Chemical Society 20100301 12

A mild and efficient two-carbon homologation of aldehydes exploiting multiple modes of KOt-Bu was developed. This process involves a sequential Peterson allenylation/allene-alkyne isomerization/protodesilylation in a single-flask operation. The differential roles played by the various elements of the process were demonstrated through dissection experiments. ...[more]

PMID: 20201522

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