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. 2014 Jun 2;53(23):5746-9.
doi: 10.1002/anie.201402405. Epub 2014 May 5.

The hexadehydro-Diels-Alder reaction: a new chapter in aryne chemistry

Catherine Holden  1 , Michael F Greaney
Affiliations

The hexadehydro-Diels-Alder reaction: a new chapter in aryne chemistry

Catherine Holden et al. Angew Chem Int Ed Engl. .
No abstract available

Keywords: Diels-Alder reactions; arynes; cycloaddition; reactive intermediates.

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Figures

Scheme 1
Scheme 1
Generation of ortho-aryne intermediates from the established triflate precursor 1 (a) and through the hexadehydro-Diels–Alder (HDDA) reaction (b–d). OTf=trifluoromethanesulfonate, TMS=trimethylsilyl.
Scheme 2
Scheme 2
HDDA cycloaromatization reactions, described by the groups of Hoye and Lee. TBS=tert-butyldimethylsilyl, Ts=para-toluenesulfonyl.
Scheme 3
Scheme 3
Alder–ene and alkane-desaturation trapping processes in the HDDA reaction.
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References

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