Sceptrin as a Potential Biosynthetic Precursor to Complex Pyrrole–Imidazole Alkaloids: The Total Synthesis of Ageliferin | Zendy

Baran Phil S. | Zendy; O'Malley Daniel P. | Zendy; Zografos Alexandros L. | Zendy

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Sceptrin as a Potential Biosynthetic Precursor to Complex Pyrrole–Imidazole Alkaloids: The Total Synthesis of Ageliferin

Author(s) -

Baran Phil S.,

O'Malley Daniel P.,

Zografos Alexandros L.

Publication year - 2004

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200453937

Subject(s) - pyrrole , imidazole , total synthesis , chemistry , alkaloid , magic (telescope) , stereochemistry , combinatorial chemistry , organic chemistry , physics , quantum mechanics

Microwave‐induced magic : There is a widely held conviction that the antiviral marine alkaloid ageliferin 1 arises biosynthetically from a Diels–Alder reaction which, although possible, has yet to materialize in the laboratory. A total synthesis of 1 from sceptrin is now reported that has led to a new hypothesis for how 1 and other dimeric pyrrole‐imidazole alkaloids might be formed in nature.

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