Stereoselective Synthesis of Functionalized Pyrrolidines via a [3 + 2]-Annulation of N-Ts-α-Amino Aldehydes and 1,3-Bis(silyl)propenes
Per Restorp; Andreas Fischer; Peter Somfai; Journal of the American Chemical Society 128 (2006) 12646–12647; doi:10.1021/ja0647102

data_4110953
_publ_contact_author_address
;
Organic Chemistry
School of Chemical Science and Engineering
Royal Institute of Technology
100 44 Stockholm
Sweden
;
_publ_contact_author_email       Somfai@kth.se
_publ_contact_author_fax         '+46(0)8 791-2333'
_publ_contact_author_name        'Peter Somfai'
_publ_contact_author_phone       '+46(0)8 790-6960'
_publ_section_title
;
 Stereoselective Synthesis of Functionalized Pyrrolidines via a [3 +
 2]-Annulation of N-Ts-\a-Amino Aldehydes and 1,3-Bis(silyl)propenes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12646
_journal_page_last               12647
_journal_paper_doi               10.1021/ja0647102
_journal_volume                  128
_journal_year                    2006
_chemical_compound_source        'Local laboratory'
_chemical_formula_moiety         'C31 H43 N O3 S Si2'
_chemical_formula_sum            'C31 H43 N O3 S Si2'
_chemical_formula_weight         565.91
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           maXus
_cell_angle_alpha                90.00
_cell_angle_beta                 103.88(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.099(2)
_cell_length_b                   20.496(4)
_cell_length_c                   14.776(3)
_cell_measurement_reflns_used    33
_cell_measurement_temperature    299
_cell_measurement_theta_max      15.9
_cell_measurement_theta_min      4.5
_cell_volume                     3263.2(11)
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       KappaCCD
_computing_data_reduction        EvalCCD
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'SIR97(Cascarano al.,Acta Cryst.,1996,A52,C-79)'
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'Bruker-Nonius KappaCCD'
_diffrn_measurement_method       '\f & \w'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.118
_diffrn_reflns_av_sigmaI/netI    0.086
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18955
_diffrn_reflns_theta_full        23.5
_diffrn_reflns_theta_max         23.5
_diffrn_reflns_theta_min         4.6
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.203
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_description       Needle
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.214
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         4780
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.214
_refine_ls_R_factor_all          0.1636
_refine_ls_R_factor_gt           0.0846
_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^)+(0.0000P)^2^+6.0281P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1283
_refine_ls_wR_factor_ref         0.1644
_reflns_number_gt                2762
_reflns_number_total             4780
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ja0647102si20060703_101800.cif
_cod_data_source_block           shelx
_cod_original_cell_volume        3263.3(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4110953