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Synthesis of Chiral Bridged Cyclam Derivative for Asymmetric Synthesis

초록/요약

Structurally unique and functionally expected a new chiral bridged cyclam derivative, (2R,3R,5R,9R,10R,12R)-4,5,11,12-tetramethyl-2,3,9,10-tetraphenyl-1,4,8,11-tetraazabicyclo[6.6.2]hexadecane was synthesized from (1R,2R)-(+)-1,2-Diphenylethylenediamine. A variety of asymmetric catalytic reactions will be tested with metal complexes of this ligand.

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목차

Synthesis of Chiral Bridged Cyclam Derivative for Asymmetric Synthesis = 1
1. 서론 = 2
2. 결과 및 고찰 = 6
3. 실험 = 15
General Methods = 15
Preparation of (2R,3R,4E,9R,10R,11E)-5,12-dimethyl-2,3,9,10-tetraphenyl-1,4,8,11-tetraazacyclotetradeca-4,11-diene (1) = 17
Preparation of (2R,3R,5R,9R,10R,12R)-5,12-dimethyl-2,3,9,10-tetraphenyl-1,4,8,11-tetraazacyclotetradecane (2) = 19
Preparation of Tetracyclic bisaminal 3 = 21
Preparation of Quaternary ammonium halide 4 = 23
Preparation of (4aR,8E,9aS,13aS,17E,18aR)-8,17-dimethyl-1,2,3,4,4a,5,6,-7,9a,-10,11,12,13,13a,14,15,16,18a-octadecahydrodibenzo[b,i][1,4,8,11]tet-raazacyclotetradecine (A) = 25
Preparation of (4aR,6R,9aS,13aS,15S,18aR)-6,15-dimethyl-docosahydrodi-benzo[b,i][1,4,8,11-tetraazacyclotetradecine (B) = 27
Preparation of Tetracyclic bisaminal C = 29
Preparation of Bisquaternary ammonium halides D = 31
Preparation of Bicyclo[6.6.2] tetraamine E = 33
Appendix = 35
Preparation of 4-t-butylphenyl trifluoromethanesulfonste = 36
Preparation of biphenyl-4-yl trifluoromethanesulfonate = 39
Preparation of Biphenyl-4-phosphonate = 40
Preparation of Biphenyl-4-ethylphosphonochloridate = 42
Preparation of (R)-1,1'-binaphthyl-2,2'-diylbis(trifluorometh-ane-sulfonate) = 43
Preparation of 2-Bromo-3,5-bis(trifluoromethyl)aniline = 46
Preparation of 2-Bromo-3,5-bis(trifluoromethyl)iodobenzene = 48
Preparation of 2,4-Bis(trifluoromethyl)-6-iodoanisole = 50
Preparation of 2-methoxy-3,5-bis(trifluoromethyl)phenyl-boronic acid = 51
Preparation of 2'-bromo-2-methoxy-3,5-bis(trifluoromethyl)-biphenyl = 53
Preparation of 7-Iodoisatin = 56
Preparation of 2-Amino-3-bromobenzoic acid = 58
4. Reference = 59

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