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...
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 o...
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...
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 Bicycl...
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...
Pentanidium catalyzed enantioselective phase transfer reactions 1
... 2003, 12 5, 513 9 14 Ooi, T.; Uematsu, Y.; Kameda, M.; Maruoka, K Angew Chem 2002, 11 4, 16 21; Angew Chem Int Ed 2002, 41, 15 51 15 Kitamura, M.; Shirakawa, S.; Maruoka, K.; Angew Chem 2005, 11 7, 15 73; ... chemistry Table Phase- transfer catalyzed asymmetric alkylation of glycinate Schiff base 15 Chapter 16 Chapter 17 Chapter 1. 3 Various Reactions Catalyzed by Phase-...
Pentanidium catalyzed enantioselective phase transfer reactions 2
... achieved (Scheme 2. 2) 32 Chapter Scheme 2. 1 Highly enantioselective Michael reactions of with catalyst 11 Scheme 2. 2 Organic-soluble base BEMP in phase- transfer system In 20 02, Arai et al developed ... Am Chem Soc 20 08, 130, 4897-4905 11 (a)Kano, T.; Kumano, T.; Maruoka, K Org Lett 20 09, 11, 20 23 20 25 (b) Wang, Y.; Kumano, T.; Kano, T.; Maruoka, K Org Lett 20 09, 11,...
Pentanidium catalyzed enantioselective phase transfer reactions 3
... yield (%)c ee (%)d 96 52 28 K2CO3 24 87 48 Cs2CO3 18 82 50 Cs2CO3(Sat.aq.) 40 77 43 Zn2CO3 120 - Ag2CO3 15 85 11 KF 24 91 46 CsF 18 88 60 a Na2CO3 NaOH 0.2 54 33 Reactions conducted using 0.01 ... the enolate anion Figure 3. 3 Proposed catalytic cycle in asymmetric α-amination of glycinate Schiff base by pentanidium 80a 3. 2 .3 Enantiomer enriment Pentanidium catalyzed enantiose...
Pentanidium catalyzed enantioselective phase transfer reactions 4
... 128.1, 127.5, 115.0, 1 14. 8, 81 .4, 70.9, 44 .1, 40 .2, 27.9; LRMS (ESI) m/z 544 .1 (M + Na+), HRMS (ESI) m/z 544 .2258 ([M + Na+]), calc for [C34H32FNO3+Na+] 544 .2258; [α]29 = + 54. 5 (c D 1.26, CHCl3); ... 207 .4, 171.1, 169.9, 141 .2, 139 .4, 136.3, 130 .4, 128.8, 128.6, 128 .4, 128.2, 128.2, 128.0, 127.5, 126.7, 81.3, 70.8, 45 .3, 44 .6, 30.3, 27.9; LRMS (ESI) m/z 44 2.2 (M + H+),...
Pentanidium catalyzed enantioselective phase transfer reactions 5
... 141 142 143 144 1 45 146 147 148 149 150 151 152 153 154 155 156 157 158 159 160 161 162 163 164 1 65 166 167 168 169 170 171 172 173 174 1 75 176 177 178 179 180 181 182 183 184 1 85 186 187 Chiral ... -200 0.0 No 1.3 2 .5 Ret.Time 3.8 5. 0 Peak Name 6.3 7 .5 8.8 10.0 12.0 Area Rel.Area mAU Height mAU*min % 6 .51 n.a 1343.718 478.199 95. 32 7.24 n.a 65. 802 23.492 4.68 1409 .52 0 50...
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 stud...
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...
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 enantioselec...
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%...
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,...
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