Asymmetric synthesis of δ-amino acid derivatives via diastereoselective vinylogous Mannich reactions between N-tert-butanesulfinyl imines and dioxinone-derived lithium dienolate
Li, Guijun; Xu, Xiaoliang; Tian, Hongchang; Liu, Xiaotong; Chen, Wen; Yang, Xiaodong; Zhang, Hongbin; RSC Advances 7 (2017) 50822–; doi:10.1039/C7RA10529K

data_7229474
_publ_section_title
;
 Asymmetric synthesis of \d-amino acid derivatives via diastereoselective
 vinylogous Mannich reactions between N-tert-butanesulfinyl imines and
 dioxinone-derived lithium dienolate
;
_journal_issue                   80
_journal_name_full               'RSC Advances'
_journal_page_first              50822
_journal_paper_doi               10.1039/C7RA10529K
_journal_volume                  7
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_sum            'C26 H29 Br N2 O5 S'
_chemical_formula_weight         561.48
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_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2017-09-09 deposited with the CCDC.
2017-10-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_c                   17.178(2)
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_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.0663
_cell_measurement_theta_min      2.3451
_cell_volume                     2623.2(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0645
_diffrn_reflns_Laue_measured_fraction_full 0.968
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_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
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_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14738
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.791
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    1.685
_exptl_absorpt_correction_T_max  0.641
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_exptl_absorpt_correction_type   multi-scan
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_exptl_crystal_colour            COLOURLESS
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_exptl_crystal_description       BLOCK
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_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.018(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         4588
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_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0113P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0662
_refine_ls_wR_factor_ref         0.0716
_reflns_Friedel_coverage         0.763
_reflns_Friedel_fraction_full    0.967
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                3552
_reflns_number_total             4588
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ra10529k2.cif
_cod_data_source_block           1_CCDC1
_cod_database_code               7229474
_shelx_estimated_absorpt_t_min   0.552
_shelx_estimated_absorpt_t_max   0.641
_shelxl_version_number           2014-3
_shelx_res_checksum              91741