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Synthesis 2018; 50(20): 4047-4054
DOI: 10.1055/s-0037-1610268
DOI: 10.1055/s-0037-1610268
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Formal (4+1) Cyclization of Ammonium Ylides with Vinylogous para-Quinone Methides
This work was supported by the Austrian Science Funds (FWF): Project No. P26387-N28. The NMR spectrometers used were acquired in collaboration with the University of South Bohemia (CZ) with financial support from the European Union through the EFRE INTERREG IV ETC-AT-CZ program (project M00146, ‘RERI-uasb’).Further Information
Publication History
Received: 07 August 2018
Accepted after revision: 13 August 2018
Publication Date:
05 September 2018 (online)
Abstract
The formal (4+1) cyclization between in situ generated achiral carbonyl-stabilized ammonium ylides and vinylogous p-quinone methides can be carried out under operationally simple conditions, leading to two different double bond regioisomers depending on the conditions used. Apart from these racemic approaches, a first proof-of-concept for enantioselective versions of these reactions was also obtained.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610268.
- Supporting Information
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