Houk-List Transition State Analogues for Organocatalyzed Aldol Reactions

Transition state analogue data for revisiting the Houk-List model of stereoselectivity in intermolecular aldol additions. The dataset was generated by Henry S. Rzepa using computational techniques to analyze non-covalent interactions and alternative mechanisms. Data is citable via digital object identifiers (DOIs) held on a digital repository, following the Amsterdam manifesto.

Use Cases

• Training machine learning models to predict reaction outcomes based on transition state geometries and non-covalent interactions.
• Benchmarking computational chemistry methods for accuracy in modeling dispersion interactions and basis set superposition errors.
• Designing new synthetic routes by analyzing the non-covalent interaction (NCI) patterns that determine reaction selectivity.
• Comparing the energy profiles of alternative reaction mechanisms, such as proton-relays or the Hajos-Parrish pathway.

Strengths

• Data is citable via digital object identifiers (DOIs), supporting reproducible research.
• Analysis includes modern computational techniques for evaluating dispersion interactions and basis set superposition errors.
• The study revisits a foundational ten-year-old model with updated methods.

Limitations

• Column-level documentation is absent; field semantics must be inferred after download.
• Row count is unknown, which may limit suitability assessment.
• Last update date is unknown; freshness unverified.

Provenance

Source

Henry S. Rzepa

Collection Method

Generated via computational chemistry techniques to revisit the Houk-List model.