Rhodium-Catalyzed Enantioselective 1,6-Addition of Arylboronic Acids to Enynamides: Asymmetric Synthesis of Axially Chiral Allenylsilanes
Takahiro Nishimura; Hiroki Makino; Makoto Nagaosa; Tamio Hayashi; Journal of the American Chemical Society 132 (2010) 12865–12867; doi:10.1021/ja1066509

data_4103073
_publ_section_title
;
 Rhodium-Catalyzed Enantioselective 1,6-Addition of Arylboronic Acids to
 Enynamides: Asymmetric Synthesis of Axially Chiral Allenylsilanes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12865
_journal_page_last               12867
_journal_paper_doi               10.1021/ja1066509
_journal_volume                  132
_journal_year                    2010
_chemical_formula_moiety         'C28 H35 N O2 Si '
_chemical_formula_sum            'C28 H35 N O2 Si'
_chemical_formula_weight         445.68
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      1
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                69.8042(10)
_cell_angle_beta                 84.6144(11)
_cell_angle_gamma                88.0854(11)
_cell_formula_units_Z            2
_cell_length_a                   8.27048(15)
_cell_length_b                   11.4124(2)
_cell_length_c                   14.4475(3)
_cell_measurement_reflns_used    10668
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      68.2
_cell_measurement_theta_min      3.3
_cell_volume                     1274.15(4)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      123.1
_diffrn_detector_area_resol_mean 5.00
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13302
_diffrn_reflns_theta_full        68.24
_diffrn_reflns_theta_max         68.24
_exptl_absorpt_coefficient_mu    0.988
_exptl_absorpt_correction_T_max  0.673
_exptl_absorpt_correction_T_min  0.580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             480.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.46
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  2751 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     579
_refine_ls_number_reflns         7279
_refine_ls_R_factor_gt           0.0576
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0810P)^2^+1.9740P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2049
_reflns_number_gt                5836
_reflns_number_total             7279
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja1066509_si_001.cif
_cod_data_source_block           '_0317-2'
_cod_original_cell_volume        1274.16(4)
_cod_original_formula_sum        'C28 H35 N O2 Si '
_cod_database_code               4103073