Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives

A chiral phosphoric acid-catalyzed selenofunctionalization of tryptamine derivatives provides access to 3a-(phenylselenyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole derivatives in high yields and with synthetically useful levels of enantioselectivity (up to 89% ee).

Detalles Bibliográficos
Autores principales: Wei, Qiang, Wang, Ya-Yi, Du, Yu-Liu, Gong, Liu-Zhu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3740605/
https://www.ncbi.nlm.nih.gov/pubmed/23946855
http://dx.doi.org/10.3762/bjoc.9.177
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author Wei, Qiang
Wang, Ya-Yi
Du, Yu-Liu
Gong, Liu-Zhu
author_facet Wei, Qiang
Wang, Ya-Yi
Du, Yu-Liu
Gong, Liu-Zhu
author_sort Wei, Qiang
collection PubMed
description A chiral phosphoric acid-catalyzed selenofunctionalization of tryptamine derivatives provides access to 3a-(phenylselenyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole derivatives in high yields and with synthetically useful levels of enantioselectivity (up to 89% ee).
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spelling pubmed-37406052013-08-14 Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives Wei, Qiang Wang, Ya-Yi Du, Yu-Liu Gong, Liu-Zhu Beilstein J Org Chem Full Research Paper A chiral phosphoric acid-catalyzed selenofunctionalization of tryptamine derivatives provides access to 3a-(phenylselenyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole derivatives in high yields and with synthetically useful levels of enantioselectivity (up to 89% ee). Beilstein-Institut 2013-08-01 /pmc/articles/PMC3740605/ /pubmed/23946855 http://dx.doi.org/10.3762/bjoc.9.177 Text en Copyright © 2013, Wei et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Wei, Qiang
Wang, Ya-Yi
Du, Yu-Liu
Gong, Liu-Zhu
Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives
title Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives
title_full Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives
title_fullStr Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives
title_full_unstemmed Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives
title_short Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives
title_sort organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3740605/
https://www.ncbi.nlm.nih.gov/pubmed/23946855
http://dx.doi.org/10.3762/bjoc.9.177
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