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,...

Ngày tải lên: 09/09/2015, 17:53

... 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-...

Ngày tải lên: 09/09/2015, 17:53

... 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

... 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+),...

Ngày tải lên: 09/09/2015, 17:53

... 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

... 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

... 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

... 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

... 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

... 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

... 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

... 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

... - 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

... conditions 29 Chapter O O Br COR1 CH 3CN, rt + 1.5 eq 11h COR2 Entry 20 a-e 20 [R1, R2] 20 a[R1= R2= S COR R 2OC 21 a-e Product ] Time(hr) Yield/%a ee/%b 21 a 16 83 94 2c 20 a 21 a 21 74 94 3d 20 a 21 a 21 87 ... CH 2Cl2, rt 2eq Et 3N 29 a-k R O R P X P X R R SN2' type SN2 type Entry 29 , R X Time (hr) Yield%b Product 29 a, Ph O 17 SN2′ type 29 b, p-FPh O 23 SN2′ type 29 c,...

Ngày tải lên: 14/09/2015, 14:12

... (200 7) 3877–3885 ª 2007 The Authors Journal compilation ª 2007 FEBS (R) (R) (R) (R) (R) (R) (R) (R) (R) (R) (S) 3879 New application of firefly luciferase D.-I Kato et al ibuprofen, ketoprofen, ... and ee of the recovered acid (ee(s )) according to the equation: E ¼ ln[(1 ) c)(1 ) ee(s )) ] ⁄ ln[(1 ) c)(1 + ee(s )) ] [27] Entry Conversion ( %) Recovered...

Ngày tải lên: 07/03/2014, 10:20