Total synthesis of horsfiline: a palladium-catalyzed domino Heck-cyanation strategy
2009
Abstract
A total synthesis of horsfiline (I) has been accomplished featuring a key intramol. palladium-catalyzed domino Heck-cyanation sequence for the formation of the 3,3'-disubstituted oxindole. [on SciFinder (R)]
Details
Title
Total synthesis of horsfiline: a palladium-catalyzed domino Heck-cyanation strategy
Author(s)
Jaegli, Stephanie ; Vors, Jean-Pierre ; Neuville, Luc ; Zhu, Jieping
Published in
Synlett
Issue
18
Pages
2997-2999
Date
2009
ISSN
0936-5214
Keywords
Note
CAN 152:192342
31-5
Alkaloids
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
written in English.
1206487-06-0P Role: BYP (Byproduct), PREP (Preparation) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation); 3375-31-3 Role: CAT (Catalyst use), USES (Uses) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation); 104-94-9 (p-Anisidine); 867-13-0 (Triethyl phosphonoacetate); 13746-66-2 (Potassium ferricyanate) Role: RCT (Reactant), RACT (Reactant or reagent) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation); 10029-04-6P; 18437-68-8P; 146309-33-3P; 191348-14-8P; 862885-10-7P; 862885-19-6P; 900254-92-4P; 1206487-00-4P; 1206487-02-6P; 1206487-04-8P; 1206487-08-2P; 1206487-10-6P; 1206487-14-0P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation); 136316-07-9P ((+-)-Horsfiline) Role: SPN (Synthetic preparation), PREP (Preparation) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation)
31-5
Alkaloids
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
written in English.
1206487-06-0P Role: BYP (Byproduct), PREP (Preparation) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation); 3375-31-3 Role: CAT (Catalyst use), USES (Uses) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation); 104-94-9 (p-Anisidine); 867-13-0 (Triethyl phosphonoacetate); 13746-66-2 (Potassium ferricyanate) Role: RCT (Reactant), RACT (Reactant or reagent) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation); 10029-04-6P; 18437-68-8P; 146309-33-3P; 191348-14-8P; 862885-10-7P; 862885-19-6P; 900254-92-4P; 1206487-00-4P; 1206487-02-6P; 1206487-04-8P; 1206487-08-2P; 1206487-10-6P; 1206487-14-0P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation); 136316-07-9P ((+-)-Horsfiline) Role: SPN (Synthetic preparation), PREP (Preparation) (total synthesis of horsfiline via palladium-catalyzed domino intramol. Heck-cyanation)
Laboratories
LSPN
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Record creation date
2010-11-25