Regiocontrolled Construction of Furo[3,2-c]pyran-4-one Derivatives by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 4-Hydroxy-2-pyrones
Masahiro Yoshida; Tomomi Nakagawa; Kouki Kinoshita; Kozo Shishido; Journal of Organic Chemistry 78 (2013) 1687–1692; doi:10.1021/jo3027092

data_4027969
_publ_section_title
;
 Regiocontrolled Construction of Furo[3,2-c]pyran-4-one Derivatives by
 Palladium-Catalyzed Cyclization of Propargylic Carbonates with
 4-Hydroxy-2-pyrones
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1687
_journal_page_last               1692
_journal_paper_doi               10.1021/jo3027092
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C16 H14 O3 '
_chemical_formula_sum            'C16 H14 O3'
_chemical_formula_weight         254.28
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2012-09-27
_audit_creation_method           'by CrystalStructure 3.6.0'
_cell_angle_alpha                85.772(2)
_cell_angle_beta                 74.592(3)
_cell_angle_gamma                89.535(3)
_cell_formula_units_Z            2
_cell_length_a                   7.3396(6)
_cell_length_b                   8.7082(6)
_cell_length_c                   9.9553(9)
_cell_measurement_reflns_used    6664
_cell_measurement_temperature    173.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     611.71(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 0.8112
_diffrn_measured_fraction_theta_max 0.8112
_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  0.017
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4635
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_description       block
_exptl_crystal_F_000             268.00
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.62
_refine_diff_density_min         -0.64
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2277
_refine_ls_R_factor_gt           0.0840
_refine_ls_shift/su_max          0.1610
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/[0.0200Fo^2^ + 2.0000\s(Fo^2^) + 2.9990]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1550
_reflns_number_gt                2081
_reflns_number_total             2283
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo3027092_si_002.cif
_cod_data_source_block           '_KKB-2-31_________________'
_cod_original_formula_sum        'C16 H14 O3 '
_cod_database_code               4027969