Work

Resurrecting the Cornforth Model for Carbonyl Addition: Studies on the Origin of 1,2‐Asymmetric Induction in Enolate Additions to Heteroatom‐Substituted Aldehydes

Year: 2003

Type: article

Abstract: Further experimental support for the Cornforth model is obtained from a systematic study of aldol reactions between methyl-substituted E and Z enolates and α-oxygen-substituted aldehydes. The observed dependence of diastereofacial selectivity on enolate configuration in this case is more consistent with the Cornforth model than with the the polar Felkin–Anh model (see scheme; X=OR, NR2, Cl).

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.200350979

Authors: David A. Evans, Sarah J. Siska, Victor J. Cee

Institution: Harvard University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Institutes of Health, National Institute of General Medical Sciences

Awards: G1740216526, ASYMMETRIC SYNTHESIS OF IONOPHORE/MACROLIDE ANTIBIOTICS