Efficient formal total synthesis of the erythrina alkaloid (+)-erysotramidine, using a domino process.
Tietze, Lutz F.; Tölle, Nina; Kratzert, Daniel; Stalke, Dietmar; Organic letters 11 (2009) 5230–5233; doi:10.1021/ol901980u

data_1504220
_publ_section_title
;
 Efficient formal total synthesis of the erythrina alkaloid
 (+)-erysotramidine, using a domino process.
;
_journal_issue                   22
_journal_name_full               'Organic letters'
_journal_page_first              5230
_journal_page_last               5233
_journal_paper_doi               10.1021/ol901980u
_journal_volume                  11
_journal_year                    2009
_chemical_formula_sum            'C18 H21 N O4'
_chemical_formula_weight         315.36
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.560(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.762(3)
_cell_length_b                   12.294(4)
_cell_length_c                   11.660(4)
_cell_measurement_reflns_used    2918
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.771
_cell_measurement_theta_min      2.275
_cell_volume                     1478.7(8)
_computing_cell_refinement       'SAINT V7.53A'
_computing_data_collection       'APEX2 v2008.3'
_computing_data_reduction        'SAINT V7.53A'
_computing_molecular_graphics    'XSHELL in SHELXTL-97'
_computing_publication_material  'XSHELL in SHELXTL-97'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
'Bruker TXS-Mo rotating anode with APEX II detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'INCOATEC Helios mirror optics'
_diffrn_radiation_source         'Bruker TXS-Mo rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            14151
_diffrn_reflns_theta_full        26.72
_diffrn_reflns_theta_max         26.72
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  0.9748
_exptl_absorpt_correction_T_min  0.8327
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2008/1
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3130
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0414
_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^)+(0.0333P)^2^+1.0614P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.0976
_reflns_number_gt                2517
_reflns_number_total             3130
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol901980u_si_003.cif
_cod_data_source_block           p21n_ntd103a
_cod_original_cell_volume        1478.8(7)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1504220