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Interplay of cascade oxidative cyclization and hydride shifts in the synthesis of the ABC spiroketal ring system of pectenotoxin-4.

Abstract:
Concepts: The formation of stereochemically defined bis-THF units through a double cyclization and a hydride-shift-initiated route to spiroketals is described (see scheme; Xc=chiral auxiliary). The resulting sequence has been used in a synthesis of the C1-16 fragment of the naturally occurring antitumor agent pectenotoxin-4.
Publication status:
Published

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Publisher copy:
10.1002/anie.201208919

Authors


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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Angewandte Chemie (International ed. in English)
Volume:
52
Issue:
9
Pages:
2491-2494
Publication date:
2013-02-05
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
URN:
uuid:9653d773-4256-40f4-8023-4ae3eb24e668
Source identifiers:
375685
Local pid:
pubs:375685

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