One-pot regioselective synthesis of chromanyl(phenyl)-lambda(3)-iodanes: tandem oxidative cyclization and lambda(3)-iodanation of 3-phenylpropanols.
Miyamoto, Kazunori; Hirobe, Masaya; Saito, Motomichi; Shiro, Motoo; Ochiai, Masahito; Organic letters 9 (2007) 1995–1998; doi:10.1021/ol0706105

data_1505402
_publ_section_title
;
 One-pot regioselective synthesis of chromanyl(phenyl)-lambda(3)-iodanes:
 tandem oxidative cyclization and lambda(3)-iodanation of
 3-phenylpropanols.
;
_journal_issue                   10
_journal_name_full               'Organic letters'
_journal_page_first              1995
_journal_page_last               1998
_journal_paper_doi               10.1021/ol0706105
_journal_volume                  9
_journal_year                    2007
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'
_chemical_formula_moiety         'C42 H52 B2 F8 I2 O8 '
_chemical_formula_sum            'C42 H52 B2 F8 I2 O8'
_chemical_formula_weight         1112.28
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      43
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            16
_cell_length_a                   18.7743(3)
_cell_length_b                   29.9639(6)
_cell_length_c                   31.9847(8)
_cell_measurement_reflns_used    56451
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      1.4
_cell_volume                     17993.0(6)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            10291
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_exptl_absorpt_coefficient_mu    1.482
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.650
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
    Higashi, T. (1999). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             8896.00
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         3.05
_refine_diff_density_min         -0.90
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  5050 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.009(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     612
_refine_ls_number_reflns         10291
_refine_ls_R_factor_gt           0.0270
_refine_ls_shift/su_max          0.0030
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0003Fo^2^ + 0.8000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0580
_reflns_number_gt                9587
_reflns_number_total             10291
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol0706105si20070326_090839.cif
_cod_data_source_block           '_5________________________'
_cod_original_formula_sum        'C42 H52 B2 F8 I2 O8 '
_cod_database_code               1505402