Guanidine catalyzed enantioselective desymmetrization of meso aziridines 5

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 ,...

Ngày tải lên: 11/09/2015, 10:05

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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...

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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 enantioselec...

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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%...

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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,...

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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 stud...

Ngày tải lên: 10/09/2015, 08:31

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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 o...

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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...

Ngày tải lên: 12/09/2015, 09:07

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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...

Ngày tải lên: 12/09/2015, 10:17

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Pentanidium catalyzed enantioselective phase transfer reactions 5

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...

Ngày tải lên: 09/09/2015, 17:53

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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 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...

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Guanidine and guanidinium salt catalyzed enantioselective phosphorus   carbon bond formation reactions 1

Guanidine and guanidinium salt catalyzed enantioselective phosphorus carbon bond formation reactions 1

... Ph2CH 90 R /S 3 :1 86 :1 5 :1 55 :1 12 :1 54 :1 Scheme 1. 11 Ebetino’s asymmetric Michael addition of phosphinic and aminophosphinic acid An asymmetric Michael addition of phosphinic and aminophosphinic ... Adv Synth Catal 2004, 346, 10 35 10 50 Hiratake, J.; Oda, J., Biosci Biotech Biochem 19 97, 61, 211 – 218 Pietrusiewicz, K M.; Zablocka, M., Chem Rev 19 94, 94, 13 75 14 11...

Ngày tải lên: 14/09/2015, 08:38

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Guanidine and guanidinium salt catalyzed enantioselective phosphorus   carbon bond formation reactions 2

Guanidine and guanidinium salt catalyzed enantioselective phosphorus carbon bond formation reactions 2

... CH2 Cl2 , -20 o C O 93a 122 H S O N O Ph 124 80% yield, 99% ee OH O OH OH R1 R2 122 MeOC O R2 124 OH H CO2 Me 124 a 92% yield 98% ee OH PhOC OH 114a (10 mol%) CH 2Cl2, -20 oC OH O O OH H CO2 Et ... (99%) 103d : R1=Ph; R 2= CN (97%) 103e : R 1=Ph; R2 =COPh (80%) 102a : R 1=R 2= CN 102b: R1=R2 =CO 2Me 102c: R 1=R 2= COPh 102d : R1=Ph; R 2= CN 102e : R 1=Ph; R2 =COPh O O Ph2 P(O)H TBD Ph Ph...

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Guanidine and guanidinium salt catalyzed enantioselective phosphorus   carbon bond formation reactions 3

Guanidine and guanidinium salt catalyzed enantioselective phosphorus carbon bond formation reactions 3

... Chapter 181a 56 30 ; 25 136 b [2-NpCH2] 181b 37 35 ; 15 136 c [3, 5-MeOC6H4CH2] 181c 58 32 ; 20 136 d [3- NO2C6H4CH2] 181d 58 36 ; 14 136 e [Et] 181e 45 38 ; 18 a 136 a [Bn] 136 f [i-Bu] 181f 48 56; 32 donor : ... 1:11 tBu F3 C F3C H N H N Ph Ph NH Ph CF3 CF3 BAr F-4 = B HN 2BAr F-4 Ph F3C CF3 F3 C 148 CF3 Scheme 3. 1 Göbel’s chiral bis(amidinium) salt 148 catalyzed Diels-Alder re...

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Guanidine and guanidinium salt catalyzed enantioselective phosphorus   carbon bond formation reactions 4

Guanidine and guanidinium salt catalyzed enantioselective phosphorus carbon bond formation reactions 4

... - 34. 8 IR (KBr) 7 74, 15 04, 3050 cm-1 HRMS (ESI) m/z 44 0.1 348 (M+H+), calc for C28H24ClNP 44 0.1335 The ee of 147 was determined by converting back to 146 using H2O2 4. 6 Protocol for guanidinium salt ... 127.2, 127.3, 127 .4, 127.6, 127.9, 128.0, 129.3, 129.6, 129.7, 130.3, 132.9, 133.0, 133.3, 133 .4, 133.9, 1 34. 0, 1 34. 1, 1 34. 2, 1 34. 3, 1 34. 6, 1 34. 7, 137.8, 139.9, 142...

Ngày tải lên: 14/09/2015, 08:38

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