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%...

Ngày tải lên: 11/09/2015, 10:05

... 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...

Ngày tải lên: 11/09/2015, 10:05

... 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...

Ngày tải lên: 11/09/2015, 10:05

... 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,...

Ngày tải lên: 11/09/2015, 10:05

... 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

... 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

... 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...

Ngày tải lên: 11/09/2015, 09:17

... 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

... 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

... 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...

Ngày tải lên: 14/09/2015, 08:38

... 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...

Ngày tải lên: 09/09/2015, 17:53

... 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...

Ngày tải lên: 12/09/2015, 10:17

... 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

... 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...

Ngày tải lên: 14/09/2015, 08:38

... - 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