Studies on the Total Synthesis of RP 66453: Synthesis of Fully Functionalized 15-Membered Biaryl-Containing Macrocycle
2001
Résumé
Palladium-catalyzed Suzuki cross-coupling, Corey's enantioselective alkylation of glycine template, and macrolactamization are key steps in an efficient synthesis of the 15-membered macrocycle I, the A-B biaryl macrocyclic component of RP-66453 (II). Unfortunately, the cyclization of I by various methods (varying the base, the solvent and the temp.) did not provide the desired macrocycle II. [on SciFinder (R)]
Détails
Titre
Studies on the Total Synthesis of RP 66453: Synthesis of Fully Functionalized 15-Membered Biaryl-Containing Macrocycle
Auteur(s)
Boisnard, Sabine ; Carbonnelle, Anny-Claude ; Zhu, Jieping
Publié dans
Organic Letters
Volume
3
Numéro
13
Pages
2061-2064
Date
2001
ISSN
1523-7060
Mots-clés (libres)
Macrocyclic compounds Role: SPN (Synthetic preparation); PREP (Preparation) (biaryl; total synthesis of the fully functionalized biaryl; macrocyclic component of RP-66453); Cyclization (lactamization; total synthesis of the fully functionalized biaryl; macrocyclic component of RP-66453); Alkylation (stereoselective; Corey; total synthesis of the fully functionalized biaryl; macrocyclic component of RP-66453); Suzuki coupling reaction (total synthesis of the fully functionalized biaryl; macrocyclic component of RP-66453); RP66453 biaryl macrocycle component total synthesis
Note
CAN 135:137701
34-3
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
219601-70-4 Role: CAT (Catalyst use), USES (Uses) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 174698-43-2P Role: PNU (Preparation, unclassified), PREP (Preparation) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 75-26-3 (Isopropyl bromide); 121-33-5 (Vanillin); 3160-59-6; 81477-94-3; 113850-71-8; 178744-39-3 Role: RCT (Reactant), RACT (Reactant or reagent) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 2973-76-4P; 16414-34-9P; 351442-23-4P; 351442-24-5P; 351442-25-6P; 351442-26-7P; 351442-28-9P; 351442-30-3P; 351442-31-4P; 351442-33-6P; 351442-34-7P; 351442-36-9P; 351442-38-1P; 351442-40-5P; 351442-43-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 351442-21-2P Role: SPN (Synthetic preparation), PREP (Preparation) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453)
34-3
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
219601-70-4 Role: CAT (Catalyst use), USES (Uses) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 174698-43-2P Role: PNU (Preparation, unclassified), PREP (Preparation) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 75-26-3 (Isopropyl bromide); 121-33-5 (Vanillin); 3160-59-6; 81477-94-3; 113850-71-8; 178744-39-3 Role: RCT (Reactant), RACT (Reactant or reagent) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 2973-76-4P; 16414-34-9P; 351442-23-4P; 351442-24-5P; 351442-25-6P; 351442-26-7P; 351442-28-9P; 351442-30-3P; 351442-31-4P; 351442-33-6P; 351442-34-7P; 351442-36-9P; 351442-38-1P; 351442-40-5P; 351442-43-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 351442-21-2P Role: SPN (Synthetic preparation), PREP (Preparation) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453)
Laboratoires
LSPN
Le document apparaît dans
Production scientifique et compétences > SB - Faculté des sciences de base > ISIC - Institut des sciences et ingénierie chimiques > LSPN - Laboratoire de synthèse et produits naturels
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Publications validées par des pairs
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Date de création de la notice
2010-11-25