Asymmetric Synthesis of Ethoxydienamines in Superbasic Medium Mediated by Chiral Sulfinyl Group
Marco Blangetti; Gianluca Croce; Annamaria Deagostino; Eleonora Mussano; Cristina Prandi; Paolo Venturello; Journal of Organic Chemistry 76 (2011) 1814–1820; doi:10.1021/jo1024943

data_4026139
_publ_contact_author_address
;Dipartimento di Chimica Generale e Chimica Organica, Universit\`a di Torino,
Corso Massimo D?Azeglio, 48, I-10125 Torino, Italy
;
_publ_contact_author_email       cristina.prandi@unito.it
_publ_contact_author_name        'Cristina Prandi'
_publ_section_title
;
 Asymmetric Synthesis of Ethoxydienamines in Superbasic Medium Mediated by
 Chiral Sulfinyl Group
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1814
_journal_page_last               1820
_journal_paper_doi               10.1021/jo1024943
_journal_volume                  76
_journal_year                    2011
_chemical_formula_sum            'C21 H17.5 N0 O3.5 S1.75'
_chemical_formula_weight         381.96
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   6.028(5)
_cell_length_b                   16.365(5)
_cell_length_c                   18.570(5)
_cell_measurement_temperature    293(2)
_cell_volume                     1831.9(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            59713
_diffrn_reflns_theta_full        31.81
_diffrn_reflns_theta_max         31.81
_diffrn_reflns_theta_min         4.39
_exptl_absorpt_coefficient_mu    0.283
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_F_000             798
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.04(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         6039
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0612P)^2^+0.2802P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1237
_reflns_number_gt                4475
_reflns_number_total             6039
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo1024943_si_001.cif
_cod_data_source_block           cri_s2_long
_cod_original_formula_sum        'C21 H17.50 N0 O3.50 S1.75'
_cod_database_code               4026139