Work

Computational Study of Factors Controlling the Boat and Chair Transition States of Ireland−Claisen Rearrangements

Year: 2010

Type: article

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.

Source: The Journal of Organic Chemistry

DOI: 10.1021/jo100033d

Authors: Şeref Gül, Franziska Schoenebeck, Viktorya Aviyente, K. N. Houk

Institutions: Boğaziçi University, University of California, Los Angeles

Language: English

Topic: Chemical Reaction Mechanisms

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institute of General Medical Sciences, Fogarty International Center

Awards: G1875958554, G2679848640, Stereoselective Catalysis of the Asymmetric Desymmetrization of Meso Compounds, Stereoselectivities of Synthetic Organic Reactions, STEREOSELECTIVITIES IN SYNTHETIC ORGANIC REACTIONS