Synthesis of γ,δ-Unsaturated α-Aminoaldehydes Using a Copper-Catalyzed Vinylation Reaction Followed by a Claisen Rearrangement.
Ricard, Simon; Sanapo, Gabriel F.; Rahem, Neel; Daoust, Benoit; The Journal of organic chemistry 81 (2016) 5066–5073; doi:10.1021/acs.joc.6b00512

data_4036785
_publ_section_title
;
 Synthesis of \g,\d-Unsaturated \a-Aminoaldehydes Using a Copper-Catalyzed
 Vinylation Reaction Followed by a Claisen Rearrangement.
;
_journal_issue                   12
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5066
_journal_page_last               5073
_journal_paper_doi               10.1021/acs.joc.6b00512
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C12 H19 N O3'
_chemical_formula_sum            'C12 H19 N O3'
_chemical_formula_weight         225.28
_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
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_audit_update_record
;
2014-09-09 # Formatted by publCIF
;
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_cell_measurement_reflns_used    8431
_cell_measurement_temperature    150(2)
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_computing_cell_refinement       'Bruker SAINT'
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_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
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_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.0260
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_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
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_diffrn_reflns_limit_l_min       -21
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_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.954
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_exptl_absorpt_coefficient_mu    0.711
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6712
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_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
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_exptl_crystal_F_000             488
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_refine_ls_extinction_method     none
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_refine_ls_number_reflns         2153
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0471
_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^)+(0.0379P)^2^+1.0588P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1232
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1896
_reflns_number_total             2153
_reflns_threshold_expression     'I > 2\s(I)'
_publcif_info_exptl_table_max_cols 4
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_cod_data_source_file            jo6b00512_si_001.cif
_cod_data_source_block           cu_Ricard1c_0m
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4036785
_shelx_estimated_absorpt_t_min   0.816
_shelx_estimated_absorpt_t_max   0.884
_shelxl_version_number           2014-3
_shelx_res_checksum              15870
_shelx_hkl_checksum              62233