Diastereoselective Synthesis of trans- 4-Arylpiperidine-3-carboxylic Acid Derivatives from 4-Aryl-1,4-dihydropyridine

The synthesis of 4‐substituted piperidine‐3‐carboxylates was achieved by conjugate addition of organomagnesium cuprates to N‐methyl and N‐tert‐butoxycarbonyl guvacine derivatives. Good to excellent yields were obtained with primary Grignard reagents containing alkyl, alkenyl, alkynyl, or masked aldehyde groups in a copper(I)‐trimethylsilylacetylide‐catalysed and chlorotrimethylsilane (TMSCl) mediated procedure.

show abstract

Synthesis of piperidines

Buffat

2004

Tetrahedron

541

124

View full text Add to dashboard Cite

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Diastereoselective Synthesis of trans- 4-Arylpiperidine-3-carboxylic Acid Derivatives from 4-Aryl-1,4-dihydropyridine

Cited by 12 publications

References 9 publications

Copper‐Catalyzed Multicomponent Coupling of Organoindium Reagents with Nitrogen‐Containing Aromatic Heterocycles

Copper‐Catalyzed Multicomponent Coupling of Organoindium Reagents with Nitrogen‐Containing Aromatic Heterocycles

Conjugate Addition of Organomagnesium Cuprates to Guvacine Derivatives

Synthesis of piperidines

Contact Info

Product

Resources

About