Enantiocontrolled Total Syntheses of Breviones A, B, and C
Hiromasa Yokoe; Chika Mitsuhashi; Yoko Matsuoka; Tomoyuki Yoshimura; Masahiro Yoshida; Kozo Shishido; Journal of the American Chemical Society 133 (2011) 8854–8857; doi:10.1021/ja202874d

data_4106263
_publ_section_title
;
 Enantiocontrolled Total Syntheses of Breviones A, B, and C
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8854
_journal_page_last               8857
_journal_paper_doi               10.1021/ja202874d
_journal_volume                  133
_journal_year                    2011
_chemical_formula_moiety         'C27 H36 O4 '
_chemical_formula_sum            'C27 H36 O4'
_chemical_formula_weight         424.58
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90
_cell_angle_beta                 105.29(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.366(3)
_cell_length_b                   13.087(6)
_cell_length_c                   14.032(5)
_cell_measurement_reflns_used    10682
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.0
_cell_volume                     1127.7(9)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.9974
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.018
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10961
_diffrn_reflns_theta_full        27.44
_diffrn_reflns_theta_max         27.44
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_description       block
_exptl_crystal_F_000             460.00
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.35
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     316
_refine_ls_number_reflns         2678
_refine_ls_R_factor_gt           0.0460
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[0.0036Fo^2^ + 1.0000\s(Fo^2^)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0680
_reflns_number_gt                2470
_reflns_number_total             2678
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja202874d_si_002.cif
_cod_data_source_block           '_067all'
_cod_original_cell_volume        1127.7(8)
_cod_original_formula_sum        'C27 H36 O4 '
_cod_database_code               4106263