Bi(OTf)3-Catalyzed Tandem Meyer-Schuster Rearrangement and 1,4-Addition to the Resulting Vinyl Ketone.
Okamoto, Noriko; Sueda, Takuya; Yanada, Reiko; The Journal of organic chemistry 79 (2014) 9854–9859; doi:10.1021/jo5017663

data_4029988
_publ_section_title
;
 Bi(OTf)3-Catalyzed Tandem Meyer-Schuster Rearrangement and 1,4-Addition
 to the Resulting Vinyl Ketone.
;
_journal_issue                   20
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9854
_journal_page_last               9859
_journal_paper_doi               10.1021/jo5017663
_journal_volume                  79
_journal_year                    2014
_chemical_formula_moiety         'C20 H20 O4'
_chemical_formula_sum            'C20 H20 O4'
_chemical_formula_weight         324.38
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 101.421(16)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   18.637(4)
_cell_length_b                   7.6745(16)
_cell_length_c                   11.725(3)
_cell_measurement_reflns_used    14586
_cell_measurement_temperature    113
_cell_measurement_theta_max      68.34
_cell_measurement_theta_min      3.85
_cell_volume                     1643.8(7)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'CRYSTALS (Carruthers, et al., 1999)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_diffrn_ambient_temperature      113
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14758
_diffrn_reflns_theta_full        68.23
_diffrn_reflns_theta_max         68.23
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_correction_T_min  0.668
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             688.00
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.235
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     237
_refine_ls_number_reflns         2791
_refine_ls_R_factor_gt           0.0421
_refine_ls_shift/su_max          0.100
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    66.6594    85.0929    19.0744
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0717
_reflns_number_gt                2520
_reflns_number_total             2791
_reflns_threshold_expression     F>2.0\s(F)
_cod_data_source_file            jo5017663_si_001.cif
_cod_data_source_block           130909yanada-okamoto
_cod_depositor_comments          'Adding full bibliography for 4029988.cif.'
_cod_original_cell_volume        1643.9(7)
_cod_database_code               4029988