Journal Article

FZJ-2018-00137

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png Enantioselective Synthesis of 2,3-Dihydrofurans via Ammonium Ylides

Worgull, D. (Corresponding author)FZJ* ; Öhler, L.FZJ* ; Strache, J. P.FZJ* ; Friedrichs, T. ; Ullrich, P.FZJ*

2017
Wiley-VCH Verl. Weinheim

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Please use a persistent id in citations: doi:10.1002/ejoc.201701176

Abstract: A chiral, ammonium ylide based access to tetrasubstituted 2,3-dihydrofurans starting from readily available benzylidene dicarbonyls and bromo acetophenones has been developed. The products are obtained in moderate to good yields with excellent diasteroselectivity and good to excellent enantioselectivity (up to 99:1 e.r.). The employed chiral amine can be recovered in near quantitative yield. The transformation can be run as a three-component one-pot reaction, generating the ammonium salt and ylide in situ. The scope of this reaction includes 17 new dihydrofurans with aromatic or heteroaromatic substituents.

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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 2017

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Database coverage:
; Current Contents - Physical, Chemical and Earth Sciences ; IF < 5 ; JCR ; NCBI Molecular Biology Database ; SCOPUS ; Science Citation Index ; Science Citation Index Expanded ; Thomson Reuters Master Journal List ; Web of Science Core Collection

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