Stereoselective synthesis of configurationally stable functionalized ethano-bridged Tröger bases

Christophe Michon; Ankit Sharma; Gérard Bernardinelli; Eric Francotte; Jérôme Lacour

doi:10.1039/b925065d

Stereoselective synthesis of configurationally stable functionalized ethano-bridged Tröger bases

Chem Commun (Camb). 2010 Apr 7;46(13):2206-8. doi: 10.1039/b925065d. Epub 2010 Feb 25.

Authors

Christophe Michon¹, Ankit Sharma, Gérard Bernardinelli, Eric Francotte, Jérôme Lacour

Affiliation

¹ Department of Organic Chemistry, Quai Ernest Ansermet 30, Ch-1211 Geneva 4, Switzerland.

PMID: 20234907
DOI: 10.1039/b925065d

Abstract

New functionalized ethano-bridged Tröger bases are readily prepared using a simple alkylation/rearrangement sequence which affords configurationally stable derivatives as single stereoisomers (de > 96%).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkylation
Bridged-Ring Compounds / chemical synthesis*
Bridged-Ring Compounds / chemistry
Crystallography, X-Ray
Heterocyclic Compounds, 4 or More Rings / chemical synthesis*
Heterocyclic Compounds, 4 or More Rings / chemistry
Molecular Conformation
Stereoisomerism

Substances

Bridged-Ring Compounds
Heterocyclic Compounds, 4 or More Rings