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Highly enantioselective organocatalytic synthesis of piperidines. Formal synthesis of (?)-Paroxetine

Highly enantioselective organocatalytic synthesis of piperidines. Formal synthesis of (?)-Paroxetine
Highly enantioselective organocatalytic synthesis of piperidines. Formal synthesis of (?)-Paroxetine
A highly enantioselective organocatalytic synthesis of piperidines is reported. The reaction is catalyzed by simple and commercially available secondary amines, affording the corresponding adducts with high yields and enantioselectivities. Moreover, this reaction is used for the formal synthesis of (?)-Paroxetine, a blockbuster drug, in only three steps.
0040-4039
1943-1946
Valero, Guillem
c5f692fe-3b07-4916-a4ec-23f78a45cc15
Schimer, Jiri
29670c71-7fc8-444f-a91c-963c25583969
Cisarova, Ivana
0572923e-0225-432b-8ef8-a13dbe86b9d1
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Valero, Guillem
c5f692fe-3b07-4916-a4ec-23f78a45cc15
Schimer, Jiri
29670c71-7fc8-444f-a91c-963c25583969
Cisarova, Ivana
0572923e-0225-432b-8ef8-a13dbe86b9d1
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441

Valero, Guillem, Schimer, Jiri, Cisarova, Ivana, Vesely, Jan, Moyano, Albert and Rios, Ramon (2009) Highly enantioselective organocatalytic synthesis of piperidines. Formal synthesis of (?)-Paroxetine. Tetrahedron Letters, 50 (17), 1943-1946. (doi:10.1016/j.tetlet.2009.02.049).

Record type: Article

Abstract

A highly enantioselective organocatalytic synthesis of piperidines is reported. The reaction is catalyzed by simple and commercially available secondary amines, affording the corresponding adducts with high yields and enantioselectivities. Moreover, this reaction is used for the formal synthesis of (?)-Paroxetine, a blockbuster drug, in only three steps.

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More information

Published date: 29 April 2009
Organisations: Chemistry

Identifiers

Local EPrints ID: 347724
URI: http://eprints.soton.ac.uk/id/eprint/347724
ISSN: 0040-4039
PURE UUID: 20c46e95-ae04-415b-ba24-503380abac97
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

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Date deposited: 29 Jan 2013 13:05
Last modified: 14 Mar 2024 12:51

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Contributors

Author: Guillem Valero
Author: Jiri Schimer
Author: Ivana Cisarova
Author: Jan Vesely
Author: Albert Moyano
Author: Ramon Rios ORCID iD

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