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Computational study of factors controlling the boat and chair transition states of Ireland-Claisen rearrangements.

ABSTRACT: The origins of the boat transition state preference in the Ireland-Claisen rearrangements studied experimentally by Kishi and co-workers have been explored computationally with Density Functional Theory. Steric interactions in the chair transition states were identified as the principal reason for the boat transition state preference.

SUBMITTER: Gul S

PROVIDER: S-EPMC2837782 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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Computational study of factors controlling the boat and chair transition states of Ireland-Claisen rearrangements.

Gül Seref S Schoenebeck Franziska F Aviyente Viktorya V Houk K N KN

The Journal of organic chemistry 20100301 6

The origins of the boat transition state preference in the Ireland-Claisen rearrangements studied experimentally by Kishi and co-workers have been explored computationally with Density Functional Theory. Steric interactions in the chair transition states were identified as the principal reason for the boat transition state preference. ...[more]

PMID: 20166688

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