DABCO-catalyzed ring opening of activated cyclopropanes and recyclization leading to gamma-lactams with an all-carbon quaternary center
Shaoxia Lin; Ling Li; Fushun Liang; Qun Liu; Chem.Commun. 50 (2014) 10491–; doi:10.1039/C4cc03392B

data_7115555
_publ_section_title
;
 DABCO-catalyzed ring opening of activated cyclopropanes and recyclization
 leading to gamma-lactams with an all-carbon quaternary center
;
_journal_name_full               Chem.Commun.
_journal_page_first              10491
_journal_paper_doi               10.1039/C4cc03392B
_journal_volume                  50
_journal_year                    2014
_chemical_formula_sum            'C16 H18 N2 O3'
_chemical_formula_weight         286.35
_space_group_IT_number           2
_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                80.69(3)
_cell_angle_beta                 89.50(3)
_cell_angle_gamma                75.05(3)
_cell_formula_units_Z            2
_cell_length_a                   6.2955(13)
_cell_length_b                   9.3559(19)
_cell_length_c                   12.975(3)
_cell_measurement_temperature    293(2)
_cell_volume                     728.2(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.842
_diffrn_measured_fraction_theta_max 0.842
_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  0.0186
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5155
_diffrn_reflns_theta_full        29.19
_diffrn_reflns_theta_max         29.19
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    0.091
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             304
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.027(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3324
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0518
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0472P)^2^+0.1154P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1344
_reflns_number_gt                2135
_reflns_number_total             3324
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc03392b2.cif
_cod_data_source_block           yyx
_cod_original_formula_sum        'C2.13 H2.40 N0.27 O0.40'
_cod_database_code               7115555