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Non-felkin diastereoselectivity in aldol couplings of thiopyran-based polypropionate synthonsTheaker, Nikki E. 13 January 2010
Polypropionates represent a large family of natural products and several strategies have been developed for their synthesis. The aldol reaction is one of the most important tools for the construction of polypropionate natural products. The Ward group has developed an approach to polypropionate natural products based on sequential aldol reactions of thiopyran building blocks. The Thiopyran Route to Polypropionates (TR2P) involves the stepwise aldol reactions of 15 and 16 to rapidly access stereochemically complex tetrapropionate and hexapropionate synthons in a few steps. The current work describes the effort to prepare enantioenriched 17-AA and/or 17-SA through chiral transition metal based Lewis acids (176) and chiral organocatalysts (48, 179) with chelating Lewis acids. The preparation of non-Felkin tetrapropionate and hexapropionate synthons through the use of a weak base in conjunction with a Lewis acid was developed.
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Non-felkin diastereoselectivity in aldol couplings of thiopyran-based polypropionate synthonsTheaker, Nikki E. 13 January 2010 (has links)
Polypropionates represent a large family of natural products and several strategies have been developed for their synthesis. The aldol reaction is one of the most important tools for the construction of polypropionate natural products. The Ward group has developed an approach to polypropionate natural products based on sequential aldol reactions of thiopyran building blocks. The Thiopyran Route to Polypropionates (TR2P) involves the stepwise aldol reactions of 15 and 16 to rapidly access stereochemically complex tetrapropionate and hexapropionate synthons in a few steps. The current work describes the effort to prepare enantioenriched 17-AA and/or 17-SA through chiral transition metal based Lewis acids (176) and chiral organocatalysts (48, 179) with chelating Lewis acids. The preparation of non-Felkin tetrapropionate and hexapropionate synthons through the use of a weak base in conjunction with a Lewis acid was developed.
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Synthèse stéréosélective des motifs propionates 2,3-syn-3,4-syn et 2,3-anti-3,4-syn via une réaction tandem d'aldolisation de type Mukaiyama et de réduction radicalaire en présence d'acides de LewisPrévost, Michel January 2002 (has links)
Mémoire numérisé par la Direction des bibliothèques de l'Université de Montréal.
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1-Bromo-1-lithioethene as a building block for organic synthesisNovikov, Yehor January 2005 (has links)
No description available.
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Synthèse diastéréosélective du fragment C1-C13 de la zincophorine par approche combinée utilisant une séquence d'aldolisation de Mukaiyama suivie d'une réduction radicalaireGodin, François January 2008 (has links)
Mémoire numérisé par la Division de la gestion de documents et des archives de l'Université de Montréal.
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Synthèse diastéréosélective du fragment C1-C13 de la zincophorine par approche combinée utilisant une séquence d'aldolisation de Mukaiyama suivie d'une réduction radicalaireGodin, François January 2008 (has links)
Mémoire numérisé par la Division de la gestion de documents et des archives de l'Université de Montréal
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Synthèse diastéréosélective des motifs polypropionate à partir des aldéhydes 2,3-syn via une séquence d'aldolisation de Mukaiyama suivie d'une réduction radicalaire contrôlées à l'aide d'acides de LewisBrazeau, Jean-François January 2004 (has links)
Mémoire numérisé par la Direction des bibliothèques de l'Université de Montréal.
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Nouvelle méthodologie de synthèse de polypropionates dérivés d'un motif anti, anti : synthèses formelles de la zincophorineMochirian, Philippe January 2007 (has links)
Thèse numérisée par la Direction des bibliothèques de l'Université de Montréal.
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Synthèse diastétéosélective de motifs 4-amino-3-hydroxy-2-méthylpentanoate de méthyle via une séquence impliquant une aldolisation de Mukaiyama et une réduction radicalaire à partir de dérivés d'acides [alpha]-aminésTrinh, Nguyen Thu Thao January 2005 (has links)
No description available.
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Stereoselective Nucleophilic Additions to Aldehydes and Synthesis of α-Amino-β- Hydroxy-EstersDanielsson, Jakob January 2012 (has links)
This thesis deals with the development of new reaction methodology as well as stereochemical investigations. The first part concerns the investigation of 1,2- and merged 1,2- and 1,3- asymmetric induction in Mukaiyama aldol additions to α-heteroatom and α,β- heteroatom substituted aldehydes respectively. In particular, the unexpected 1,2-syn selectivity obtained in the addition of sterically hindered nucleophiles to α-chloroaldehydes is examined, and an explanation for the observed stereochemical trends is proposed. The second part describes the development of a novel entry to α-amino-β- hydroxy esters by a 1,3-dipolar cycloaddition reaction of aldehydes and azomethine ylides, generated by thermolysis of aziridines. The third part deals with our efforts to develop a novel entry to vicinal all- carbon quaternary centers, based on an intramolecular domino Heck- carbonylation reaction using tetrasubstituted olefins. / QC 20120611
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