Work

The Importance of Iminium Geometry Control in Enamine Catalysis: Identification of a New Catalyst Architecture for Aldehyde–Aldehyde Couplings

Year: 2004

Type: article

Abstract: Central to the design of a new organocatalyst system for aldehyde–aldehyde aldol reactions is the necessity of iminium geometry control during the enamine addition step (see scheme). Significant structural variation in both the aldol donor and aldol acceptor are possible while maintaining high reaction efficiency and enantioselectivity. TFA=trifluoroacetic acid.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.200461851

Authors: Ian K. Mangion, Alan B. Northrup, David W. C. MacMillan

Institution: California Institute of Technology

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Science Foundation, Bristol-Myers Squibb, Eli Lilly and Company, National Institute of General Medical Sciences

Awards: Organocatalysis: A Strategy for Asymmetric Synthesis, G5350277716