Total Synthesis of Alkaloid (\±)-G. B. 13 Using a Rh(I)-Catalyzed Ketone Hydroarylation and Late-Stage Pyridine Reduction
Kimberly K. Larson; Richmond Sarpong; Journal of the American Chemical Society 131 (2009) 13244–13245; doi:10.1021/ja9063487

data_4105054
_publ_section_title
;
 Total Synthesis of Alkaloid (\+-)-G. B. 13 Using a Rh(I)-Catalyzed Ketone
 Hydroarylation and Late-Stage Pyridine Reduction
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13244
_journal_page_last               13245
_journal_paper_doi               10.1021/ja9063487
_journal_volume                  131
_journal_year                    2009
_chemical_formula_moiety         'C20 H24 Br N O3 '
_chemical_formula_sum            'C20 H24 Br N O3'
_chemical_formula_weight         406.32
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             'Wed Jun 18 12:31:48 2008'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 91.430(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.083(1)
_cell_length_b                   7.536(1)
_cell_length_c                   24.344(3)
_cell_measurement_reflns_used    2469
_cell_measurement_temperature    146.2
_cell_measurement_theta_max      24.5
_cell_measurement_theta_min      2.0
_cell_volume                     1849.2(4)
_computing_cell_refinement       'Bruker-AXS SAINT v6.40'
_computing_data_collection       'Bruker-AXS SMART v5.631'
_computing_data_reduction        'Bruker-AXS SAINT v6.40'
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SIR97
_diffrn_measured_fraction_theta_full 0.9942
_diffrn_measured_fraction_theta_max 0.9942
_diffrn_measurement_device_type  'Bruker APEX'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            10652
_diffrn_reflns_theta_full        26.39
_diffrn_reflns_theta_max         26.39
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.248
_exptl_absorpt_correction_T_max  0.874
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_description       blocklike
_exptl_crystal_F_000             840.00
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.18
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.404
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2602
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0308
_refine_ls_shift/su_max          0.0016
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0414
_refine_ls_wR_factor_ref         0.0366
_reflns_number_gt                2602
_reflns_number_total             3768
_reflns_threshold_expression     F^2^>3.0\s(F^2^)
_cod_data_source_file            ja9063487_si_001.cif
_cod_data_source_block           Kimberly_Larson_klvi-207d_
_cod_original_cell_volume        1849.1(4)
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_original_formula_sum        'C20 H24 Br N O3 '
_cod_database_code               4105054