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Chiral bicyclic guanidine catalyzed diels alder reactions of anthrones

Chiral bicyclic guanidine catalyzed diels alder reactions of anthrones

Chiral bicyclic guanidine catalyzed diels alder reactions of anthrones

... CHIRAL BICYCLIC GUANIDINE CATALYZED DIELS ALDER REACTIONS OF ANTHRONES SHEN JUAN 2008 CHIRAL BICYCLIC GUANIDINE CATALYZED DIELS ALDER REACTIONS OF ANTHRONES SHEN JUAN (BSc., ... Bicyclic Guanidines Catalyzed Reactions of Anthrones 2.1 Brønsted-Base Catalyzed Diels- Alder Reaction -42 2.2 Chiral Bicyclic Guanidine Catalyzed Diels Alder Reactions of Anthrones ... Diels- Alder Reaction (II) Chiral Bicyclic Guanidine Catalyzed Diels Alder Reactions of Anthrones Chapter 2.1 Brønsted-Base Catalyzed Diels- Alder Reaction 2.1.1 Introduction Diels Alder reaction provides...
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Chiral bicyclic guanidine catalyzed michael reactions

Chiral bicyclic guanidine catalyzed michael reactions

... Cheng’s chiral guanidine catalyzed Michael reaction of glycinate Scheme 1.2 Ishikawa’s chiral guanidine catalyzed Michael reaction of glycinate Scheme 1.3 Ma’s chiral guanidine catalyzed Michael ... 31 2.2 TBD Catalyzed Michael Reactions -32 Chapter Chiral Bicyclic Guanidines Catalyzed Michael Reaction 3.1 An Aziridine-Based Synthesis of Chiral Bicyclic Guanidines ... 1.4 Chiral bicyclic guanidinium salt catalyzed aza -Michael reaction Scheme 1.5 Chiral guanidine or guanidinium catalyzed nitro Michael reaction Scheme 1.6 Terada’s axially chiral guanidine catalyzed...
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Bicyclic guanidine catalyzed enantioselective isomerization reactions

Bicyclic guanidine catalyzed enantioselective isomerization reactions

... BICYCLIC GUANIDINE CATALYZED ENANTIOSELECTIVE ISOMERIZATION REACTIONS LIU HONGJUN 2010 BICYCLIC GUANIDINE CATALYZED ENANTIOSELECTIVE ISOMERIZATION REACTIONS LIU HONGJUN ... this study is to develop highly enantioselective isomerization reactions catalyzed by chiral bicyclic guanidines A chiral bicyclic guanidine was found to catalyze the isomerization of alkynes to ... for Brønsted-base Catalyzed Tandem Isomerization- Michael Reactions 74 Chapter Bicyclic Guanidine Catalyzed Asymmetric Tandem Mannich -Isomerization Reactions 4.1 Discovery...
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Bicyclic guanidine catalyzed enantioselective allylic addition reactions

Bicyclic guanidine catalyzed enantioselective allylic addition reactions

... BICYCLIC GUANIDINE CATALYZED ENANTIOSELECTIVE ALLYLIC ADDITION REACTIONS WANG JIANMIN 2011 BICYCLIC GUANIDINE CATALYZED ENANTIOSELECTIVE ALLYLIC ADDITION REACTIONS WANG JIANMIN ... develop highly enantioselective allylic addition reactions catalyzed by chiral bicyclic guanidines A chiral bicyclic guanidine was found to catalyze a direct asymmetric allylic addition reaction ... Asymmetric Allylic Addition and Substitution reactions -1 1.1 Overview of Enantioselective Allylic Addition Reactions - 1.2 Stoichiometric Asymmetric Allylic Addition Reactions...
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Chiral guanidine catalyzed enantioselective protonation reactions

Chiral guanidine catalyzed enantioselective protonation reactions

... Chapter 2 Enantioselective Protonation Reactions Catalyzed by Chiral Bicyclic Guanidine Enantioselective Protonation Reactions Catalyzed by Chiral Bicyclic Guanidine 2.1 Catalytic Enantioselective Protonation Reactions ... List of Abbreviations  Chapter 1 Chiral Guanidines Catalyzed Enantioselective Reactions Chiral Guanidines Catalyzed Enantioselective Reactions 1  1.1 Introduction  2  1.2 Chiral Guanidines as Asymmetric Catalysts  ... CHIRAL GUANIDINE CATALYZED ENANTIOSELECTIVE PROTONATION REACTIONS   LEOW DASHENG JACKSON  2009  CHIRAL GUANIDINE CATALYZED ENANTIOSELECTIVE PROTONATION REACTIONS        ...
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A theoretical study of hetero diels alder reactions

A theoretical study of hetero diels alder reactions

... of Lewis acid catalyst BF3 on the mechanism of hetero Diels- Alder reactions Calculations show that effects of catalyst are complicated  effects are different for different pathways Chapter Theoretical ... zero, it is called anti bond orbital (σAB*) The normalized and orthogonalized hA is called natural hybrid orbital (NHO, hA’) σAB can always be written as caha’ + cbhb’ and σAB* as caha’ - cbhb’ ... Petersson, G A. ; Montgomery, J A. ; Raghavachari, K.; Al-Laham, M A. ; Zakrzewski, V G.; Ortiz, J V.; Foresman, J B.; Cioslowski, J.; Stefanov, B B.; Nanayakkara, A. ; Challacombe, M.; Peng, C Y.; Ayala,...
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Báo cáo y học:

Báo cáo y học: "Enhancement of the Click Chemistry for the Inverse Diels Alder Technology by Functionalization of Amide-Based Monomers"

... of the dansyl derivative and the N-ethyl-diisoproylamine and the dansyl sulfamidoethylamine to the tetrazine product linked with 5-dansyl sulfamidoethylcarboxamide-2-yl For the syntheses of the ... [15] The synthesis of the tetrazine dicarbonic acid derivate was performed as described by [15] The synthesis procedure of the corresponding dansyl derivative was carried out according to the ... summary, it is fair to say, that further efforts in the development of new functional building blocks could enhance the diversity in the ligation chemistry They also can be conductive for both for...
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Báo cáo y học:

Báo cáo y học: "Extension of the PNA world by functionalized PNA monomers eligible candidates for inverse Diels Alder Click Chemistyr"

... 1/Figure Synthesis of the PNA building block backbone In the next step, the synthesis of the PNA backbone monomer using the fluorenylmethoxycarbonyl (Fmoc) protection occurred as described by Atherton ... monomer functionalized with the Reppe anhydride called RE -PNA 11 was then ready for use in the solide phase PNA synthesis The instructions for synthesis are documented in the footnote All steps of the ... example for a myriad of applications The synthesis is described in the footnote and represents a general prescription for the functionalization of PNA Synthesis of the Fmoc-pentenoic acid -PNA For synthesis...
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Báo cáo y học:

Báo cáo y học: "The Diels-Alder-Reaction with inverse-Electron-Demand, a very efficient versatile Click-Reaction Concept for proper Ligation of variable molecular Partners"

... study reveals the kinetic pathway for an interfacial reaction Journal of the American Chemical Society 2004; 126: 15613-7 Pozsgay V, Vieira NE, Yergey A A method for bioconjugation of carbohydrates ... ring systems are commercially available or are easily to prepare By this means a wide range of dienophilic compounds is available for DARinv In order to obtain reaction times in the range of minutes ... hormone-refractory prostate cancer [37-39] Additionally this DARinv technology attracts increasing notice to further medical applications, especially in oncological diagnostics and therapy at the molecular...
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Guanidine catalyzed enantioselective mannich reaction  towards the synthesis of  amino acids

Guanidine catalyzed enantioselective mannich reaction towards the synthesis of amino acids

... GUANIDINE CATALYZED ENANTIOSELECTIVE MANNICH REACTION: TOWARDS THE SYNTHESIS OF -AMINO ACIDS PAN YUANHANG (BSc., Zhejiang University) A THESIS SUBMITTED FOR THE DEGREE OF DOCTOR OF PHILOSOPHY ... the enantioselecitive decarboxylative Mannich and amination reactions of MAHTs catalyzed by bicyclic guanidine in the following chapters The mechanistic study of the decarboxylative Mannich reaction ... malonate Scheme 2.5 Synthesis of N-sulfonyl imines Scheme 2.6 Synthesis of bicyclic guanidine Scheme 2.7 Proposed model of biomimetic decarboxylative Mannich reaction Scheme 2.8 Highly enantioselective...
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Guanidine catalyzed enantioselective desymmetrization of meso aziridines 1

Guanidine catalyzed enantioselective desymmetrization of meso aziridines 1

... and co-workers Scheme 1. 5 Proposed mechanism of gadolinium -catalyzed desymmetrization of meso- aziridines with TMSCN Scheme 1. 6 Gadolinium -catalyzed desymmetrization of meso- aziridines with TMSCN ... 1. 12 Chiral phosphoric acid -catalyzed desymmetrization of mesoaziridines with TMS-SPh developed by Della Sala and co-workers Scheme 1. 13 Chiral phosphoric acid -catalyzed desymmetrization of mesoaziridines ... desymmetrization of meso N-tosyl aziridines 4a, 4d with benzenethiol 63a Table 2.4 Chiral guanidines catalyzed desymmetrization of meso- aziridines 4a, 1a with bethiol 63a Table 2.5 Desymmetrization of meso...
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Guanidine catalyzed enantioselective desymmetrization of meso aziridines 2

Guanidine catalyzed enantioselective desymmetrization of meso aziridines 2

... 79b 79c 79d 25 25 -20 -20 -20 -20 -20 -20 24 24 24 24 20 20 20 20 100 100 90 90 94d 94d 89d 92d 15 13 30 17 33 2 a All reactions were performed with 0. 02 mmol of aziridine, 0.04 mmol of thiol and ... racemization Scheme 2. 12 Chiral bicyclic guanidine catalyzed Diels-Alder reactions of anthrones .21 32 Chapter 2. 1 .2 Bicyclic guanidine catalyzed enantioselective desymmetrization of meso N-tosyl aziridines ... 63d catalyzed by guanidine 79b.a product x mol% temp /° C time /h yield /%b ee /%c 81c -50 48 92 94 82a 2 -50 -20 72 48 89 93 84 90 82b 1 -50 -20 48 60 91 94 89 94 82c 5 -50 -50 -20 72 72 72 67...
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Guanidine catalyzed enantioselective desymmetrization of meso aziridines 3

Guanidine catalyzed enantioselective desymmetrization of meso aziridines 3

... Structure of fluoxetine Scheme 3. 4 Synthesis of carbodithioic acid esters of fluoxetine 63 Chapter 3. 2 Guanidine catalyzed enantioselective desymmetrization of meso- aziridines with in situ generated ... Table 3. 3 Chiral guanidine 79b catalyzed desymmetrization of various meso N-acyl aziridines 12 with amine and CS2 a 12 (R =3, 5-dinitrobenzoyl) 96 x mol% time /h yield /%b ee /%c 1d 96b 10 36 98 ... products Scheme 3. 5 Ring opening reaction of meso N-tosyl aziridine 4a with amines and CS2 64 Chapter 3. 2.1 Optimization studies on the enantioselective desymmetrization of meso- aziridines with...
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Guanidine catalyzed enantioselective desymmetrization of meso aziridines 4

Guanidine catalyzed enantioselective desymmetrization of meso aziridines 4

... 148 .7, 162.1 FTIR (film): 928, 1 045 , 1216, 142 5, 1520, 1 643 , 2977, 3020, 344 6 cm-1 LRMS (ESI) m/z 44 2.1 (M-H+), HRMS (ESI) m/z 44 2.0 044 (M-H+), calc for C17H14Cl2N3O5S 44 2.0037 The enantiomeric excess ... 28.2, 28 .4, 54. 0, 57.6, 83.5, 84. 7, 128.1, 129 .4, 130.3, 130.9, 133 .4, 137.2, 141 .7, 144 .3, 168.1, 169.1 FTIR (film): 758, 928, 1 045 , 1159, 1216, 1 349 , 142 4, 1522, 1 642 , 1731, 2980, 3020, 343 6 cm-1 ... 84. 0, 94 Chapter 128.9, 130 .4, 1 34. 8, 145 .8, 163.6 FTIR (film): 771, 928, 1 045 , 1216, 1370, 147 7, 1 643 , 1 749 , 2980, 3020, 343 0 cm-1 LRMS (ESI) m/z 41 9.9 (M+Na+), HRMS (ESI) m/z 42 0. 144 8 (M+Na+),...
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Guanidine catalyzed enantioselective desymmetrization of meso aziridines 5

Guanidine catalyzed enantioselective desymmetrization of meso aziridines 5

... 64.0, 124.3, 1 25. 6, 126.7, 127.7, 128 .5, 129 .5, 130 .5, 132 .5, 134 .5, 1 35. 5, 140.0, 1 65. 4, 189.3, 191.1 FTIR (film): 1020, 1182, 1228, 1271, 1 456 , 152 5, 16 45, 1692, 17 45, 2 856 , 2934, 3 057 cm-1 LRMS ... NMR ( 75 MHz, CDCl3, ppm): δ 14.4, 24.1, 49.4, 64.0, 1 25. 9, 128.7, 133.1, 137.3, 140.1, 153 .4, 1 65. 4, 189.6, 191.0 FTIR (film): 1016, 1 155 82, 1218, 1286, 1380, 1 452 , 151 9, 1 656 , 1681, 1 751 , 2 858 , ... 50 96 37 34 18 10 20 yield /%b 30 20 76 19 35 48 76 38 31 ee /%c 58 60 77 72 75 72 50 43 23 a All reactions were performed with 0. 05 mmol of 102b in 1.0 mL of solvent Overall isolated yield of...
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