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Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
Dehydration reactions in polyfunctional natural products
Per Hjerrild1, Thomas Tørring, Thomas B Poulsen
1Department of Chemistry, Aarhus University, Langelandsgade 140, DK-8000 Aarhus C, Denmark. thpou@chem.au.dk.
Abstract:
Covering: up to 2020In this review, we present state of the art methods for performing dehydration reactions in alcohol substrates to deliver alkene products. The dehydration of alcohols typically proceeds through activation of the alcoholic moiety to a nucleofugal species followed by a subsequent elimination step. While the alcohol is a quintessential functional group, selective dehydration of alcohols in complex molecular scaffolds has not been harnessed to allow molecular diversification strategies. We present the perspective of utilizing complex molecular compounds containing alcoholic functionalities to generate novel molecular constructs that impose on chemical space of characterized bioactivity. Nature inspires the direct and selective dehydration of alcohols in complex molecules and demonstrates a potential that has not yet been realized by chemical methodology. We present challenging substrates for direct and selective dehydration reactions and argue that chemical methodology solving the challenges presented will be valued by synthetic and natural product chemists alike.
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