Highly diastereoselective synthesis of tricyclic fused-pyrans by sequential hydride shift mediated double C(sp<sup>3</sup>)-H bond functionalization.
Mori, Keiji; Umehara, Nobuaki; Akiyama, Takahiko; Chemical science 9 (2018) 7327–7331; doi:10.1039/c8sc02103a

data_1549595
_publ_section_title
;
 Highly diastereoselective synthesis of tricyclic fused-pyrans by
 sequential hydride shift mediated double C(sp<sup>3</sup>)-H bond
 functionalization.
;
_journal_issue                   37
_journal_name_full               'Chemical science'
_journal_page_first              7327
_journal_page_last               7331
_journal_paper_doi               10.1039/c8sc02103a
_journal_volume                  9
_journal_year                    2018
_chemical_formula_sum            'C26 H27 F N2 O4'
_chemical_formula_weight         450.49
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2018-04-19 deposited with the CCDC.
2018-06-25 downloaded from the CCDC.
;
_cell_angle_alpha                70.648(2)
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_cell_angle_gamma                85.089(3)
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_cell_length_b                   10.5461(18)
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_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 '
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_computing_molecular_graphics    'XSHELL (Bruker AXS,2002)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'
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_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
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_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 0.981
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_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
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_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.526
_diffrn_reflns_theta_min         1.531
_exptl_absorpt_coefficient_mu    0.098
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_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            colorless
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_refine_ls_restrained_S_all      1.052
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_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0330P)^2^+1.1164P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1202
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3564
_reflns_number_total             4788
_reflns_threshold_expression     'I > 2\s'
_cod_data_source_file            c8sc02103a2.cif
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_cod_depositor_comments
'Adding full bibliography for 1549595--1549597.cif.'
_cod_original_cell_volume        1098.1(3)
_cod_database_code               1549595
_shelx_estimated_absorpt_t_min   0.985
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_shelx_res_checksum              70985