Gold Catalysis: Regio- and Stereoselective Total Synthesis of Xyloketals D and G and the Related Natural Product Alboatrin
Biswajit Panda; Tarun K. Sarkar; Journal of Organic Chemistry 78 (2013) 2413–2421; doi:10.1021/jo302545n

data_4028022
_publ_section_title
;
 Gold Catalysis: Regio- and Stereoselective Total Synthesis of Xyloketals
 D and G and the Related Natural Product Alboatrin
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2413
_journal_page_last               2421
_journal_paper_doi               10.1021/jo302545n
_journal_volume                  78
_journal_year                    2013
_chemical_formula_sum            'C15 H20 O5'
_chemical_formula_weight         280.31
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                83.867(5)
_cell_angle_beta                 80.951(5)
_cell_angle_gamma                87.080(5)
_cell_formula_units_Z            2
_cell_length_a                   7.359(5)
_cell_length_b                   7.989(5)
_cell_length_c                   12.405(5)
_cell_measurement_temperature    293(2)
_cell_volume                     715.7(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_sigmaI/netI    0.0464
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8578
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.9837
_exptl_absorpt_correction_T_min  0.9622
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   2(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4028
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1061
_refine_ls_R_factor_gt           0.0545
_refine_ls_shift/su_max          0.731
_refine_ls_shift/su_mean         0.168
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1101P)^2^+0.0064P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1526
_refine_ls_wR_factor_ref         0.1899
_reflns_number_gt                2321
_reflns_number_total             4028
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            jo302545n_si_002.cif
_cod_data_source_block           bp1114out
_cod_database_code               4028022