Nickel(II)-Catalyzed Cascade Vinylogous Mukaiyama 1,6-Michael/Michael Addition of 2-Silyloxyfuran with N-Sulfonyl-1-aza-1,3-dienes: Access to Fused Piperidine/Butyrolactone Skeletons.
Liu, Kang; Chang, Xin; Wang, Chun-Jiang; Organic letters 18 (2016) 6288–6291; doi:10.1021/acs.orglett.6b03150

data_1555948
_publ_section_title
;
 Nickel(II)-Catalyzed Cascade Vinylogous Mukaiyama 1,6-Michael/Michael
 Addition of 2-Silyloxyfuran with N-Sulfonyl-1-aza-1,3-dienes: Access to
 Fused Piperidine/Butyrolactone Skeletons.
;
_journal_issue                   24
_journal_name_full               'Organic letters'
_journal_page_first              6288
_journal_page_last               6291
_journal_paper_doi               10.1021/acs.orglett.6b03150
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C26 H22 Cl N O4 S'
_chemical_formula_weight         479.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 108.244(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.1581(10)
_cell_length_b                   25.2375(12)
_cell_length_c                   10.6695(5)
_cell_measurement_reflns_used    8250
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      63.01
_cell_measurement_theta_min      2.73
_cell_volume                     5666.6(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker Kappa APEX-Duo CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.0924
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3827
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        58.973
_diffrn_reflns_theta_max         58.973
_diffrn_reflns_theta_min         2.734
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.111
_exptl_absorpt_correction_T_max  0.752297
_exptl_absorpt_correction_T_min  0.311214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   TWINABS-2012/1
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.672
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         3827
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.672
_refine_ls_R_factor_all          0.1355
_refine_ls_R_factor_gt           0.1269
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3668
_refine_ls_wR_factor_ref         0.3806
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3282
_reflns_number_total             3827
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol6b03150_si_002.cif
_cod_data_source_block           I_sq
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1555948
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.471
_shelx_estimated_absorpt_t_max   0.742
_shelx_hkl_checksum              17814
_shelx_fab_checksum              58342