Total Synthesis of (\±)-Rhazinal Using Novel Palladium-Catalyzed Cyclizations
Alfred L. Bowie; Dirk Trauner; Journal of Organic Chemistry 74 (2009) 1581–1586; doi:10.1021/jo801791j

data_4024320
_publ_section_title
;
Total Synthesis of (\+-)-Rhazinal Using Novel Palladium-Catalyzed
Cyclizations
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1581
_journal_page_last               1586
_journal_paper_doi               10.1021/jo801791j
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C22 H26 N2 O3 '
_chemical_formula_sum            'C22 H26 N2 O3'
_chemical_formula_weight         366.46
_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             'Fri Jun 27 16:40:15 2008'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 106.250(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.891(2)
_cell_length_b                   11.815(2)
_cell_length_c                   14.870(2)
_cell_measurement_reflns_used    3767
_cell_measurement_temperature    157.2
_cell_measurement_theta_max      25.9
_cell_measurement_theta_min      3.3
_cell_volume                     1836.9(4)
_computing_cell_refinement       'Bruker-AXS SAINT v6.40'
_computing_data_collection       'Bruker-AXS SMART v5.054'
_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 0.9885
_diffrn_measured_fraction_theta_max 0.9885
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.013
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8250
_diffrn_reflns_theta_full        24.71
_diffrn_reflns_theta_max         24.71
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bladelike
_exptl_crystal_F_000             784.00
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.240
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.14
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.898
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2473
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0390
_refine_ls_shift/su_max          0.0002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0599
_refine_ls_wR_factor_ref         0.0569
_reflns_number_gt                2473
_reflns_number_total             3097
_reflns_threshold_expression     F^2^>3.0\s(F^2^)
_cod_data_source_file            jo801791j_si_002.cif
_cod_data_source_block           Fred_Bowie_alb-4-156_at_-1
_cod_original_sg_symbol_H-M      'P 21/n     '
_cod_original_formula_sum        'C22 H26 N2 O3 '
_cod_database_code               4024320