Enantioselective Synthesis of the Cyclopiazonic Acid Family Using Sulfur Ylides
Abstract: A convergent, nine‐step (LLS), enantioselective synthesis of α‐cyclopiazonic acid and related natural products is reported. The route features a) an enantioselective aziridination of an imine with a chiral sulfur ylide; b) a bioinspired (3+2)‐cycloaddition of the aziridine onto an alkene; and c) installation of the acetyltetramic acid by an unprecedented tandem carbonylative lactamization/N−O cleavage of a bromoisoxazole.
- 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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Enantioselective Synthesis of the Cyclopiazonic Acid Family Using Sulfur Ylides ; volume:130 ; number:5 ; year:2018 ; pages:1360-1364 ; extent:5
Angewandte Chemie ; 130, Heft 5 (2018), 1360-1364 (gesamt 5)
- Urheber
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Zhurakovskyi, Oleksandr
Türkmen, Yunus E.
Löffler, Lorenz E.
Moorthie, Vijayalakshmi A.
Chen, C. Chun
Shaw, Michael A.
Crimmin, Mark R.
Ferrara, Marco
Ahmad, Mushtaq
Ostovar, Mehrnoosh
Matlock, Johnathan V.
Aggarwal, Varinder K.
- DOI
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10.1002/ange.201712065
- URN
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urn:nbn:de:101:1-2022090109152981023758
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:37 MESZ
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Beteiligte
- Zhurakovskyi, Oleksandr
- Türkmen, Yunus E.
- Löffler, Lorenz E.
- Moorthie, Vijayalakshmi A.
- Chen, C. Chun
- Shaw, Michael A.
- Crimmin, Mark R.
- Ferrara, Marco
- Ahmad, Mushtaq
- Ostovar, Mehrnoosh
- Matlock, Johnathan V.
- Aggarwal, Varinder K.
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