One-Pot Route to beta-Adrenergic Blockers via Enantioselective Organocatalysed Epoxidation of Terminal Alkenes as a Key Step
Held, Felix E.; Wei, Shengwei; Eder, Kathrin; Tsogoeva, Svetlana; RSC Advances  (2014) –; doi:10.1039/C4RA04011B

data_7217160
_publ_section_title
;
 One-Pot Route to beta-Adrenergic Blockers via Enantioselective
 Organocatalysed Epoxidation of Terminal Alkenes as a Key Step
;
_journal_name_full               'RSC Advances'
_journal_paper_doi               10.1039/C4RA04011B
_journal_year                    2014
_chemical_formula_sum            'C15 H19 N O'
_chemical_formula_weight         229.31
_space_group_IT_number           19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.79405(11)
_cell_length_b                   10.39092(18)
_cell_length_c                   22.3131(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1343.37(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3105
_diffrn_reflns_theta_full        61.62
_diffrn_reflns_theta_max         61.62
_diffrn_reflns_theta_min         3.96
_exptl_absorpt_coefficient_mu    0.547
_exptl_crystal_density_diffrn    1.134
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2011
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0612P)^2^+0.0936P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1012
_reflns_number_gt                1923
_reflns_number_total             2011
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra04011b2.cif
_cod_data_source_block           feh02
_cod_database_code               7217160