Asymmetric Copper-Catalyzed Synthesis of α-Amino Boronate Esters from N-tert-Butanesulfinyl Aldimines
Melissa A. Beenen; Chihui An; Jonathan A. Ellman; Journal of the American Chemical Society 130 (2008) 6910–6911; doi:10.1021/ja800829y

data_4107850
_publ_section_title
;
 Asymmetric Copper-Catalyzed Synthesis of \a-Amino Boronate Esters from
 N-tert-Butanesulfinyl Aldimines
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6910
_journal_page_last               6911
_journal_paper_doi               10.1021/ja800829y
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         'C14 H30 B N O3 S '
_chemical_formula_sum            'C14 H30 B N O3 S'
_chemical_formula_weight         303.27
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      18
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_audit_creation_date             'Wed May 23 15:44:57 2007'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.674(1)
_cell_length_b                   17.967(1)
_cell_length_c                   6.3228(4)
_cell_measurement_reflns_used    3245
_cell_measurement_temperature    178.2
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.5
_cell_volume                     1780.59(19)
_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 1.7232
_diffrn_measured_fraction_theta_max 1.7232
_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  0.021
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            10180
_diffrn_reflns_theta_full        26.38
_diffrn_reflns_theta_max         26.38
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.834
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_description       tabular
_exptl_crystal_F_000             664.00
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3001
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.0002
_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         0.0524
_refine_ls_wR_factor_ref         0.0508
_reflns_number_gt                3001
_reflns_number_total             3629
_reflns_threshold_expression     F^2^>3.0\s(F^2^)
_cod_data_source_file            ja800829y-file001.cif
_cod_data_source_block           Melissa_Beenen_MAB-isoprop
_cod_original_cell_volume        1780.5(5)
_cod_original_sg_symbol_H-M      'P 21 21 2 '
_cod_original_formula_sum        'C14 H30 B N O3 S '
_cod_database_code               4107850