Asymmetric α-Alkylation of N'-tert-Butanesulfinyl Amidines. Application to the Total Synthesis of (6R,7S)-7-Amino-7,8-dihydro-α-bisabolene
Takuya Kochi; Jonathan A. Ellman; Journal of the American Chemical Society 126 (2004) 15652–15653; doi:10.1021/ja044753n

data_4113230
_publ_section_title
;
 Asymmetric \a-Alkylation of N'-tert-Butanesulfinyl Amidines. Application
 to the Total Synthesis of (6R,7S)-7-Amino-7,8-dihydro-\a-bisabolene
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15652
_journal_page_last               15653
_journal_paper_doi               10.1021/ja044753n
_journal_volume                  126
_journal_year                    2004
_chemical_formula_moiety         'C15 H18 N O S '
_chemical_formula_sum            'C15 H18 N O S'
_chemical_formula_weight         260.37
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_date             'Fri Mar 19 15:47:38 2004'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 96.868(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.911(1)
_cell_length_b                   5.8659(7)
_cell_length_c                   11.923(1)
_cell_measurement_reflns_used    1138
_cell_measurement_temperature    173.2
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.5
_cell_volume                     757.63(13)
_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 1.6663
_diffrn_measured_fraction_theta_max 1.6663
_diffrn_measurement_device_type  APEX
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2850
_diffrn_reflns_theta_full        26.36
_diffrn_reflns_theta_max         26.36
_exptl_absorpt_coefficient_mu    0.203
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.385
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_description       columnar
_exptl_crystal_F_000             278.00
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.74
_refine_diff_density_min         -0.30
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.974
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     162
_refine_ls_number_reflns         2067
_refine_ls_R_factor_gt           0.0616
_refine_ls_shift/su_max          0.0003
_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_ref         0.0647
_reflns_number_gt                2067
_reflns_number_total             2846
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja044753nsi20040831_061143.cif
_cod_data_source_block           anti-8d
_cod_original_cell_volume        757.6(2)
_cod_original_sg_symbol_H-M      'P 21 '
_cod_original_formula_sum        'C15 H18 N O S '
_cod_database_code               4113230