Enantioselective total synthesis of cytotoxic taiwaniaquinones A and F

The first synthesis of cytotoxic (-)-taiwaniaquinone A and (-)-taiwaniaquinone F has been achieved through the intramolecular aldol condensation of a ketoaldehyde and the oxidative cleavage of an isopropylidene ketal.

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 46; no. 48; pp. 9244 - 9246
Main Authors Alvarez-Manzaneda, Enrique, Chahboun, Rachid, Alvarez, Esteban, Tapia, Ruben, Alvarez-Manzaneda, Ramon
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 28.12.2010
Subjects
Aldehydes - chemistry
Chemistry
Chemistry, Multidisciplinary
Cytotoxins - chemical synthesis
Ketones - chemistry
Physical Sciences
Pinus - chemistry
Quinones - chemical synthesis
Science & Technology
Stereoisomerism
Taiwan
Terpenes
DITERPENES
ACID
BARK
EFFICIENT ROUTE
(+/-)-DICHROANONE
CRYPTOMERIOIDES
AROMATASE
THUJA-STANDISHII
(+/-)-TAIWANIAQUINOL-B
SKELETON
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Summary:The first synthesis of cytotoxic (-)-taiwaniaquinone A and (-)-taiwaniaquinone F has been achieved through the intramolecular aldol condensation of a ketoaldehyde and the oxidative cleavage of an isopropylidene ketal.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc03763j