Formal (4+1)-Cyclization of Ammonium Ylides with Vinylogous para-Quinone Methides.

Synthesis (Stuttg)

Institute of Organic Chemistry, Johannes Kepler University Linz, Altenberger Straße 69, 4040 Linz, Austria.

Published: October 2018

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 used conditions. Besides these racemic approaches, also a first proof-of-concept for enantioselective versions of these reactions has been obtained.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6173290PMC
http://dx.doi.org/10.1055/s-0037-1610268DOI Listing

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