Practical ex-chiral-pool methodology for the synthesis of dopaminergic tetrahydroindoles

Gmeiner P, Hübner H (2004)


Publication Type: Journal article

Publication year: 2004

Journal

Publisher: Elsevier

Book Volume: 60

Pages Range: 1197-1204

DOI: 10.1016/j.tet.2003.11.041

Abstract

Chemo- and regioselective transformations of asparagine gave access to optically active 5- and 6-amino tetrahydroindolizines when the 3-aminobutyrolactone (S)-2 was employed as a key intermediate. The target compounds were approached by a sequential and regiocontrolled bis-electrophilic attack in the positions 2 and 3 of the pyrrole ring system. Receptor binding experiments showed stereocontrolled receptor recognition leading to the D3 selective agonist (S)-8 with D3 binding that is comparable to the natural neurotransmitter dopamine. © 2003 Elsevier Ltd. All rights reserved.

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How to cite

APA:

Gmeiner, P., & Hübner, H. (2004). Practical ex-chiral-pool methodology for the synthesis of dopaminergic tetrahydroindoles. Tetrahedron, 60, 1197-1204. https://doi.org/10.1016/j.tet.2003.11.041

MLA:

Gmeiner, Peter, and Harald Hübner. "Practical ex-chiral-pool methodology for the synthesis of dopaminergic tetrahydroindoles." Tetrahedron 60 (2004): 1197-1204.

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