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Synthesis 2014; 46(19): 2551-2573
DOI: 10.1055/s-0034-1379023
DOI: 10.1055/s-0034-1379023
short review
Conhydrine: An Account of Isolation, Biological Perspectives and Synthesis
Further Information
Publication History
Received: 23 May 2014
Accepted after revision: 06 August 2014
Publication Date:
11 September 2014 (online)
Abstract
Conhydrine is a naturally occurring 2-substituted piperidine alkaloid from the plant Conium maculatum L that exists in four different forms and is known for its high toxicity. This article focuses on the synthesis of conhydrine as its medicinal applications are limited due to its high toxicity. The various asymmetric methods developed for the synthesis of conhydrine are classified based on the methodology: the chiral pool method, the chiral auixiliary method, and asymmetric catalysis. A brief overview of the complete synthetic coverage of conhydrine (1948–2014) in different isomeric forms is given.
1 Introduction
2 Isolation and Biological Perspectives
3 Synthesis
3.1 Chiral Pool Methods
3.2 From Achiral Starting Material
3.3 Chiral Auxiliary Mediated Synthesis
3.4 Catalysis Approach (Organo and Metal Catalysis)
4 Conclusion and Outlook
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For reviews on piperidines and piperidine alkaloids see: