Work

Indirect Trapping of the Retroconjugate Addition Reaction Intermediate Involved in the Epimerization of Lobeline: Application to the Synthesis of (−)-Sedamine

Year: 2004

Type: article

Abstract: Alkyl chloroformates induced indirect trapping of the retroconjugate addition reaction intermediate involved in the epimerization of lobeline is described. This strategy was applied to the conversion of (-)-lobeline to (-)-sedamine in high overall yield.

Source: The Journal of Organic Chemistry

DOI: 10.1021/jo048848j

Authors: Guangrong Zheng, Linda P. Dwoskin, Peter A. Crooks

Institution: University of Kentucky

Language: English

Topic: Advanced Synthetic Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute on Drug Abuse

Awards: Development of Novel Therapies or Methamphetamine Abuse, G3631083817, G4410470734, Development of Novel Therapies or Methamphetamine Abuse, DEVELOPMENT OF SELECTIVE NICOTINIC RECEPTOR ANTAGONISTS