Synthesis of (±)-TetrapetaloneA-Me Aglycon

The first synthesis of (±)-tetrapetaloneA-Me aglycon is described. Key bond-forming reactions include Nazarov cyclization, a ring-closing metathesis promoted with complete diastereoselectivity by a chiral molybdenum-based complex, tandem conjugate reduction/intramolecular aldol cyclization, and oxid...

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 53; no. 35; pp. 9334 - 9338
Main Authors Carlsen, Peter N, Mann, Tyler J, Hoveyda, Amir H, Frontier, Alison J
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 25.08.2014
EditionInternational ed. in English
Subjects
Aldehydes
Bonding
Conjugates
Decomposition reactions
Metathesis
Reduction
Synthesis
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Summary:The first synthesis of (±)-tetrapetaloneA-Me aglycon is described. Key bond-forming reactions include Nazarov cyclization, a ring-closing metathesis promoted with complete diastereoselectivity by a chiral molybdenum-based complex, tandem conjugate reduction/intramolecular aldol cyclization, and oxidative dearomatization.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201404410