Journal Article

FZJ-2020-03834

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png Enantioselective Allylation of Indoles: A Surprising Diastereoselectivity

Ullrich, P.FZJ* ; Schmauck, J. ; Brauns, M.FZJ* ; Mantel, M.FZJ* ; Breugst, M. (Corresponding author) ; Pietruszka, J. (Corresponding author)FZJ*

2020
American Chemical Society [S.l.]

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Please use a persistent id in citations: http://hdl.handle.net/2128/26891  doi:10.1021/acs.joc.9b02573

Abstract: Herein we show a novel approach toward the allylation of indoles. Thereby, we explore a class of bench-stable allylboronates and fine-tune their reactivity. The allylations of different substituted indoles proceed with negligible diastereo- and excellent enantioselectivities. This surprising selectivity (up to 99:1 er, up to ≈60:40 dr) is rationalized by DFT calculations.

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Contributing Institute(s):

1. Institut für Bioorganische Chemie (HHUD) (IBOC)
2. Biotechnologie (IBG-1)

Research Program(s):

1. 581 - Biotechnology (POF3-581) (POF3-581)

Appears in the scientific report 2020

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Database coverage:
; ; BIOSIS Previews ; Biological Abstracts ; Chemical Reactions ; Clarivate Analytics Master Journal List ; Current Contents - Life Sciences ; Current Contents - Physical, Chemical and Earth Sciences ; Ebsco Academic Search ; Essential Science Indicators ; IF < 5 ; Index Chemicus ; JCR ; NCBI Molecular Biology Database ; Nationallizenz ; SCOPUS ; Science Citation Index ; Science Citation Index Expanded ; Web of Science Core Collection

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