Catalytic Enantioselective Aziridoarylation of Aryl Cinnamyl Ethers toward Synthesis of trans-3-Amino-4-arylchromans
Saumen Hajra; Debarshi Sinha; Journal of Organic Chemistry 76 (2011) 7334–7340; doi:10.1021/jo200711s

data_4026567
_publ_contact_author_address
;Department of Chemistry, Indian Institute of Technology,
Kharagpur 721 302, India
;
_publ_contact_author_email       'shajra @ chem.iitkgp.ernet.in'
_publ_contact_author_name        'Prof. Saumen Hajra'
_publ_contact_author_phone       '+91 - 3222 - 283340 '
_publ_section_title
;
 Catalytic Enantioselective Aziridoarylation of Aryl Cinnamyl Ethers
 toward Synthesis of trans-3-Amino-4-arylchromans
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7334
_journal_page_last               7340
_journal_paper_doi               10.1021/jo200711s
_journal_volume                  76
_journal_year                    2011
_chemical_formula_sum            'C45 H40 Cl0 Cu0 N4 O13 S2'
_chemical_formula_weight         908.93
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.451(5)
_cell_angle_beta                 104.397(5)
_cell_angle_gamma                90.407(5)
_cell_formula_units_Z            2
_cell_length_a                   11.534(5)
_cell_length_b                   14.383(5)
_cell_length_c                   15.388(5)
_cell_measurement_reflns_used    4582
_cell_measurement_temperature    293(2)
_cell_volume                     2399.1(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0676
_diffrn_reflns_av_sigmaI/netI    0.0619
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17497
_diffrn_reflns_theta_full        20.29
_diffrn_reflns_theta_max         20.29
_diffrn_reflns_theta_min         1.41
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_description       needle
_exptl_crystal_F_000             948
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.832
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     553
_refine_ls_number_reflns         4582
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.1331
_refine_ls_R_factor_gt           0.0897
_refine_ls_shift/su_max          0.069
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1967P)^2^+1.2554P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2580
_refine_ls_wR_factor_ref         0.3039
_reflns_number_gt                2941
_reflns_number_total             4582
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo200711s_si_002.cif
_cod_data_source_block           3b
_cod_database_code               4026567