Iodonium Ion-Catalyzed Domino Synthesis of <i>Z</i>-Selective α,β-Diphenylthio Enones from Easily Accessible Secondary Alcohols.
Sundaravelu, Nallappan; Guha, Somraj; Sekar, Govindasamy; The Journal of organic chemistry 85 (2020) 5895–5906; doi:10.1021/acs.joc.0c00183

data_4038277
_publ_section_title
;
 Iodonium Ion-Catalyzed Domino Synthesis of <i>Z</i>-Selective
 \a,\b-Diphenylthio Enones from Easily Accessible Secondary Alcohols.
;
_journal_issue                   9
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5895
_journal_page_last               5906
_journal_paper_doi               10.1021/acs.joc.0c00183
_journal_volume                  85
_journal_year                    2020
_chemical_formula_moiety         'C23 H20 O S2'
_chemical_formula_sum            'C23 H20 O S2'
_chemical_formula_weight         376.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 117.454(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.8642(4)
_cell_length_b                   18.7374(9)
_cell_length_c                   11.2628(5)
_cell_measurement_reflns_used    3191
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.51
_cell_measurement_theta_min      2.41
_cell_volume                     2034.53(16)
_computing_cell_refinement       'Bruker SAINT'
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_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
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_diffrn_reflns_limit_l_min       -13
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_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_min         2.155
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.250
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_refine_ls_extinction_method     none
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_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0437
_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^)+(0.0345P)^2^+0.9096P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.1138
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2187
_reflns_number_total             3571
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo0c00183_si_002.cif
_cod_data_source_block           4Me
_cod_depositor_comments
'Adding full bibliography for 4038277--4038278.cif.'
_cod_original_cell_volume        2034.54(16)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4038277
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.936
_shelx_estimated_absorpt_t_max   0.973
_shelx_res_checksum              51405
_shelx_hkl_checksum              28042