Still–Gennari Olefination and its Applications in Organic Synthesis

@article{Janicki2020StillGennariOA,
  title={Still–Gennari Olefination and its Applications in Organic Synthesis},
  author={Ignacy Janicki and Piotr Kiełbasiński},
  journal={Advanced Synthesis \& Catalysis},
  year={2020}
}
9 Citations
Silylpyrrole Oxidation En Route to Saxitoxin Congeners Including 11-Saxitoxinethanoic Acid.
TLDR
Nucleophilic addition to 26 makes possible the preparation of unnatural C11-substituted STXs, and Olefination of this ketone is also demonstrated and, when followed by a redox-neutral isomerization reaction, affords 11-SEA.
Multisubstituted Cyclohexene Construction through Telescoped Radical-Addition Induced Remote Functional Group Migration and Horner-Wadsworth-Emmons (HWE) Olefination.
TLDR
The characteristic feature of this protocol resides in the fact that the follow-up requiring ketone functionality for ring-closing olefination is in situ unveiled from the otherwise inert tertiary alcohol by the preceding alkene difunctionalization.
A Straightforward, Purification-Free Procedure for the Synthesis of Ando and Still–Gennari Type Phosphonates
TLDR
An improved, straightforward, purification-free procedure for the synthesis of Z-Selective Still–Gennari and Ando modifications of the typically E-selective Horner–Wadsworth–Emmons reaction is presented and a novel Still–gennari type reagent is presented, which may exhibit improved Z-selectivity in Still– Gennari olefinations.
Enantioselective Michael addition to vinyl phosphonates via hydrogen bond-enhanced halogen bond catalysis†
TLDR
An asymmetric Michael addition of malononitrile to vinyl phosphonates was accomplished by hydrogen bond-enhanced bifunctional halogen bond (XB) catalysis, the first example of the use of XBs for the activation of organophosphorus compounds in synthesis.
Applications of the Horner–Wadsworth–Emmons Olefination in Modern Natural Product Synthesis
The Horner–Wadsworth–Emmons (HWE) reaction is one of the most reliable olefination reaction and can be broadly applied in organic chemistry and natural product synthesis with excellent selectivity.
Synthesis of enantioenriched α-heteroatom functionalised aldehydes by chiral organocatalysis and their synthetic applications
Asymmetric organocatalysis is a versatile method for the enantioselective α-functionalisation of aldehydes. The synthetic scope for chiral α-heteroatom substituted aldehydes is examined including
Palladium‐Catalyzed Cascade to Benzoxepins by Using Vinyl‐Substituted Donor–Acceptor Cyclopropanes
TLDR
A palladium‐catalyzed intermolecular cascade (4+3) cyclocondensation of salicylaldehydes and vinylcyclopropanes is reported, exploiting a phosphonate group as an acceptor moiety on the cyclopropane to form a range of substituted benzoxepins.

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