Stereoselective synthesis of 2-dienyl-substituted pyrrolidines using an eta4-dienetricarbonyliron complex as the stereodirecting element: Elaboration to the pyrrolizidine skeleton.
Williams, Iwan; Kariuki, Benson M.; Reeves, Keith; Cox, Liam R.; Organic letters 8 (2006) 4389–4392; doi:10.1021/ol061132l

data_1506087
_publ_section_title
;
 Stereoselective synthesis of 2-dienyl-substituted pyrrolidines using an
 eta4-dienetricarbonyliron complex as the stereodirecting element:
 Elaboration to the pyrrolizidine skeleton.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              4389
_journal_page_last               4392
_journal_paper_doi               10.1021/ol061132l
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C16 H20 Br Fe N O3'
_chemical_formula_sum            'C16 H20 Br Fe N O3'
_chemical_formula_weight         410.09
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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                69.1110(10)
_cell_angle_beta                 86.3010(10)
_cell_angle_gamma                87.8730(10)
_cell_formula_units_Z            2
_cell_length_a                   7.3427(2)
_cell_length_b                   10.3573(2)
_cell_length_c                   12.6116(3)
_cell_measurement_reflns_used    2337
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      70.61
_cell_measurement_theta_min      3.76
_cell_volume                     894.11(4)
_computing_cell_refinement       SAINTPLUS
_computing_data_collection       SMART
_computing_data_reduction        SAINTPLUS
_computing_structure_refinement  SHELXTL
_computing_structure_solution    SHELXTL
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.843
_diffrn_measured_fraction_theta_max 0.843
_diffrn_measurement_device_type  'Bruker Smart 6000 CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0555
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5410
_diffrn_reflns_theta_full        70.61
_diffrn_reflns_theta_max         70.61
_diffrn_reflns_theta_min         3.76
_exptl_absorpt_coefficient_mu    9.470
_exptl_absorpt_correction_T_max  0.5179
_exptl_absorpt_correction_T_min  0.1063
_exptl_absorpt_correction_type   semiempirical
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.775
_refine_diff_density_min         -0.728
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2897
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0608
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1096P)^2^+0.3883P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1790
_refine_ls_wR_factor_ref         0.1929
_reflns_number_gt                2337
_reflns_number_total             2897
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol061132lsi20060509_121051.cif
_cod_data_source_block           iwii
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1506087