Asymmetric Synthesis of Unsaturated, Fused Bicyclic Proline Analogues through Amino Alkylation of Cyclic Bis(allylsulfoximine)titanium Complexes and Migratory Cyclization of δ-Amino Alkenyl Aminosulfoxonium Salts
Stefan Koep; Hans-Joachim Gais; Gerhard Raabe; Journal of the American Chemical Society 125 (2003) 13243–13251; doi:10.1021/ja030324y

data_4114292
_publ_section_title
;
 Asymmetric Synthesis of Unsaturated, Fused Bicyclic Proline Analogues
 through Amino Alkylation of Cyclic Bis(allylsulfoximine)titanium
 Complexes and Migratory Cyclization of \d-Amino Alkenyl Aminosulfoxonium
 Salts
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13243
_journal_page_last               13251
_journal_paper_doi               10.1021/ja030324y
_journal_volume                  125
_journal_year                    2003
_chemical_formula_moiety         '2(C24 H38 N2 O3 S2)+5C'
_chemical_formula_sum            'C53 H76 N4 O10 S4'
_chemical_formula_weight         1057.47
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_cell_angle_alpha                90.00000
_cell_angle_beta                 127.480(10)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   26.58(2)
_cell_length_b                   12.026(4)
_cell_length_c                   22.000(10)
_cell_measurement_temperature    150
_cell_volume                     5581(5)
_computing_data_reduction        'xtal DIFDAT SORTRF ADDREF'
_computing_molecular_graphics    xtal
_computing_publication_material  'xtal BONDLA CIFIO'
_computing_structure_refinement  'xtal CRYLSQ'
_computing_structure_solution    xtal
_diffrn_ambient_temperature      150
_diffrn_measurement_device_type  CAD4
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54179
_diffrn_reflns_av_R_equivalents  .024
_diffrn_reflns_av_sigmaI/netI    .031
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            10200
_diffrn_reflns_reduction_process 'perpendicular monochr Lp'
_diffrn_reflns_theta_max         73.03
_diffrn_reflns_theta_min         2.53
_diffrn_standards_interval_count 400
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.038
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourles
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2264
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         .814
_refine_diff_density_min         -.499
_refine_ls_extinction_coef       4678(336)
_refine_ls_extinction_expression 'Eq22 p292 "Cryst. Comp." Munksgaard 1970'
_refine_ls_extinction_method     Zachariasen
_refine_ls_goodness_of_fit_all   1.099
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     595
_refine_ls_number_reflns         5858
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          .059
_refine_ls_R_factor_gt           .057
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/(12.5\s^2^(F^2^))
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .145
_refine_ls_wR_factor_ref         .144
_reflns_d_resolution_high        .806
_reflns_d_resolution_low         17.458
_reflns_Friedel_coverage         .874
_reflns_limit_h_max              32
_reflns_limit_h_min              -32
_reflns_limit_k_max              12
_reflns_limit_k_min              -12
_reflns_limit_l_max              27
_reflns_limit_l_min              -27
_reflns_number_gt                5895
_reflns_number_total             6008
_reflns_threshold_expression     'Fsqd >  2.00 sig(Fsqd)'
_cod_data_source_file            ja030324y_si2.cif
_cod_data_source_block           JA030324Y_Z-2c
_cod_original_sg_symbol_Hall     c_2y
_cod_database_code               4114292