Synthesis of Nine-Membered Azlactones by Palladium-Catalyzed Ring-Expansion of γ-Methylidene-δ-valerolactones with Aziridines
Ryo Shintani; Keiichi Ikehata; Tamio Hayashi; Journal of Organic Chemistry 76 (2011) 4776–4780; doi:10.1021/jo2006158

data_4026377
_publ_section_title
;
 Synthesis of Nine-Membered Azlactones by Palladium-Catalyzed
 Ring-Expansion of \g-Methylidene-\d-valerolactones with Aziridines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4776
_journal_page_last               4780
_journal_paper_doi               10.1021/jo2006158
_journal_volume                  76
_journal_year                    2011
_chemical_formula_moiety         'C28 H29 Cl N O4 S '
_chemical_formula_sum            'C28 H29 Cl N O4 S'
_chemical_formula_weight         511.05
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 105.4052(8)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   32.1162(6)
_cell_length_b                   15.8781(3)
_cell_length_c                   10.14064(18)
_cell_measurement_reflns_used    20061
_cell_measurement_temperature    93.1
_cell_measurement_theta_max      68.3
_cell_measurement_theta_min      3.1
_cell_volume                     4985.37(16)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      93(1)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            24014
_diffrn_reflns_theta_full        68.24
_diffrn_reflns_theta_max         68.24
_exptl_absorpt_coefficient_mu    2.429
_exptl_absorpt_correction_T_max  0.615
_exptl_absorpt_correction_T_min  0.499
_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    1.362
_exptl_crystal_description       prism
_exptl_crystal_F_000             2152.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         3.66
_refine_diff_density_min         -3.93
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     345
_refine_ls_number_reflns         20181
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    63.6603    83.2032    25.2623
;
_refine_ls_weighting_scheme      calc
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_reflns_number_gt                20093
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_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo2006158_si_001.cif
_cod_data_source_block           '_10214yuki'
_cod_original_cell_volume        4985.36(16)
_cod_original_formula_sum        'C28 H29 Cl N O4 S '
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