Phosphine-Catalyzed Activation of Alkylidenecyclopropanes: Rearrangement to Form Polysubstituted Furans and Dienones.
Angew Chem Int Ed Engl
; 58(31): 10698-10702, 2019 Jul 29.
Article
em En
| MEDLINE
| ID: mdl-31091339
ABSTRACT
We report a phosphine-catalyzed ring opening of electron-deficient alkylidenecyclopropanes (ACPs) to generate allylic phosphonium zwitterions that resemble the well-studied phosphine-allene adducts but exhibit distinct properties. The potent reactivity of these intermediates has been demonstrated in three types of substrate-controlled phosphine-catalyzed rearrangements of alkylidenecyclopropylketones, which chemoselectively afford tri- and tetrasubstituted furans, and trisubstituted dienones in good yields.
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MEDLINE
Idioma:
En
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Angew Chem Int Ed Engl
Ano de publicação:
2019
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Article