Diastereoselectivity Switch in the Pd(0)/InI-Mediated Reactions of β-Lactams with Aldehydes: An Entry into Nonracemic Semiprotected (3<i>E</i>)-2,6-Enediols.
Domin, Sylwia; Plata, Paulina; Zambroń, Bartosz K; The Journal of organic chemistry 84 (2019) 12268–12280; doi:10.1021/acs.joc.9b01471

data_4033971
_publ_section_title
;
 Diastereoselectivity Switch in the Pd(0)/InI-Mediated Reactions of
 \b-Lactams with Aldehydes: An Entry into Nonracemic Semiprotected
 (3<i>E</i>)-2,6-Enediols.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              12268
_journal_page_last               12280
_journal_paper_doi               10.1021/acs.joc.9b01471
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C27 H47 N O5 S Si'
_chemical_formula_sum            'C27 H47 N O5 S Si'
_chemical_formula_weight         525.80
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_cell_angle_alpha                110.192(2)
_cell_angle_beta                 106.603(2)
_cell_angle_gamma                101.611(2)
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_cell_length_a                   11.3319(4)
_cell_length_b                   12.7598(5)
_cell_length_c                   12.8305(5)
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_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      60.32
_cell_measurement_theta_min      3.92
_cell_volume                     1573.10(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
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_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.656
_diffrn_measured_fraction_theta_max 0.791
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_av_unetI/netI     0.0860
_diffrn_reflns_Laue_measured_fraction_full 0.656
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_diffrn_reflns_limit_h_max       11
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_diffrn_reflns_limit_l_min       -14
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_diffrn_reflns_point_group_measured_fraction_full 0.656
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_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         60.324
_diffrn_reflns_theta_min         3.915
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.537
_exptl_absorpt_correction_T_max  0.9050
_exptl_absorpt_correction_T_min  0.7050
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.110
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.245
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_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         3741
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.1349
_refine_ls_R_factor_gt           0.0549
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0568P)^2^+0.2567P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_number_gt                2056
_reflns_number_total             3741
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b01471_si_002.cif
_cod_data_source_block           BZ_G127_0m
_cod_original_cell_volume        1573.08(11)
_cod_database_code               4033971
_shelx_estimated_absorpt_t_min   0.705
_shelx_estimated_absorpt_t_max   0.905
_shelxl_version_number           2014-3
_shelx_res_checksum              91405
_shelx_hkl_checksum              74935