PtCl2-Catalyzed Transannular Cycloisomerization of 1,5-Enynes:  A New Efficient Regio- and Stereocontrolled Access to Tricyclic Derivatives

Transannular PtCl2-catalyzed cycloisomerizations open a new route to cyclopropanic tricyclic systems. Ketones A or C were efficiently prepared from the same cycloundec-5-en-1-yne precursor B, depending on the substituent at the propargylic position (either benzoate or methoxy).

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Bibliographic Details
Published inOrganic letters Vol. 6; no. 21; pp. 3771 - 3774
Main Authors Blaszykowski, Christophe, Harrak, Youssef, Gonçalves, Maria-Helena, Cloarec, Jean-Manuel, Dhimane, Anne-Lise, Fensterbank, Louis, Malacria, Max
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 14.10.2004
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CATALYZED CYCLOISOMERIZATION
CYCLOADDITION
CYCLIZATIONS
PLATINUM
MACROCYCLIC ALKADIYNES
TRANSITION-METAL COMPOUNDS
CONJUGATE ADDITION
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Summary:Transannular PtCl2-catalyzed cycloisomerizations open a new route to cyclopropanic tricyclic systems. Ketones A or C were efficiently prepared from the same cycloundec-5-en-1-yne precursor B, depending on the substituent at the propargylic position (either benzoate or methoxy).
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol048463n