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Investigations into the manzamine alkaloid biosynthetic hypothesis

Abstract:
The biomimetic synthesis of a pentacyclic alkaloid (keramaphidin B, 1), an intermediate in the biogenetic pathway to the manzamine alkaloids, has been achieved. Compound 1 was formed by an intramolecular Diels-Alder reaction of macrocycle 2 in buffer followed by reduction with NaBH4. This reaction provides the first direct experimental evidence for the authors' biosynthetic hypothesis.
Publication status:
Published

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Authors


Baldwin, JE More by this author
Ciaridge, TDW More by this author
Culshaw, AJ More by this author
Heupel, FA More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
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Journal:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume:
37
Issue:
19
Pages:
2661-2663
Publication date:
1998
DOI:
ISSN:
1433-7851
URN:
uuid:d8533180-7f89-46a9-b16c-eaadc96ce12b
Source identifiers:
117914
Local pid:
pubs:117914

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