Cascade Reaction of Morita-Baylis-Hillman Acetates with 1,1-Enediamines or Heterocyclic Ketene Aminals: Synthesis of Highly Functionalized 2-Aminopyrroles.
Liu, Jin; Li, Qi; Cao, Zheng-Mao; Jin, Yi; Lin, Jun; Yan, Sheng-Jiao; The Journal of organic chemistry 84 (2019) 1797–1807; doi:10.1021/acs.joc.8b02594

data_4033742
_publ_section_title
;
 Cascade Reaction of Morita-Baylis-Hillman Acetates with 1,1-Enediamines
 or Heterocyclic Ketene Aminals: Synthesis of Highly Functionalized
 2-Aminopyrroles.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1797
_journal_page_last               1807
_journal_paper_doi               10.1021/acs.joc.8b02594
_journal_volume                  84
_journal_year                    2019
_chemical_formula_sum            'C17 H19 N3 O4'
_chemical_formula_weight         329.35
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
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_cell_angle_gamma                81.992(16)
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_cell_length_c                   16.496(3)
_cell_measurement_reflns_used    2459
_cell_measurement_temperature    298(2)
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_cell_measurement_theta_min      2.7416
_cell_volume                     3236.9(15)
_computing_cell_refinement       'Bruker SMART'
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_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
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_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0778
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
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_diffrn_reflns_limit_l_min       -19
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_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.370
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            block
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_exptl_crystal_description       yellow
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_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     869
_refine_ls_number_reflns         11189
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.1734
_refine_ls_R_factor_gt           0.0731
_refine_ls_shift/su_max          0.069
_refine_ls_shift/su_mean         0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0861P)^2^+0.2185P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2024
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_reflns_number_gt                3554
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_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           1
_cod_original_cell_volume        3236.9(16)
_cod_database_code               4033742
_shelx_estimated_absorpt_t_min   0.157
_shelx_estimated_absorpt_t_max   0.976
_shelxl_version_number           2014-3
_shelx_res_checksum              74108
_shelx_hkl_checksum              21368