Syntheses of Highly Functionalized Spirocyclohexenes by Formal (4+2) Annulation of Arylidene Azlactones with Allenoates
Abstract: A straightforward phosphine‐catalyzed formal [4+2] annulation between α‐branched allenoates and arylidene azlactones has been developed to access highly functionalized spirocyclohexenes. This cyclization favors the γ‐addition of the phosphine‐activated allenoates over a β′‐addition pathway. Detailed computational studies support the proposed mechanism and provide a reasonable explanation for the observed regioselectivity and the noted effect of the catalyst.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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Syntheses of Highly Functionalized Spirocyclohexenes by Formal (4+2) Annulation of Arylidene Azlactones with Allenoates ; volume:7 ; number:8 ; year:2018 ; pages:1620-1625 ; extent:6
Asian journal of organic chemistry ; 7, Heft 8 (2018), 1620-1625 (gesamt 6)
- Urheber
- DOI
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10.1002/ajoc.201800275
- URN
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urn:nbn:de:101:1-2022091006542621265898
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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21.08.20252025, 07:33 MESZ
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Beteiligte
- Eitzinger, Andreas
- Zielke, Katharina
- Widhalm, Michael
- Robiette, Raphaël
- Waser, Mario
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