Cinchona Alkaloid Amides/Dialkylzinc Catalyzed Enantioselective Desymmetrization of Aziridines with Phosphites
Masashi Hayashi; Noriyuki Shiomi; Yasuhiro Funahashi; Shuichi Nakamura; Journal of the American Chemical Society 134 (2012) 19366–19369; doi:10.1021/ja309963w

data_4118933
_publ_contact_author_address
;
Department of Frontier Materials
Graduate School of Engineering
Nagoya Institute of Technology
Gokiso-cho, Showa-ku
Nagoya 466-8555, Japan
;
_publ_contact_author_email       snakamur@nitech.ac.jp
_publ_contact_author_name        'Shuichi Nakamura'
_publ_contact_author_phone       +81-52-735-5245
_publ_section_title
;
 Cinchona Alkaloid Amides/Dialkylzinc Catalyzed Enantioselective
 Desymmetrization of Aziridines with Phosphites
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              19366
_journal_page_last               19369
_journal_paper_doi               10.1021/ja309963w
_journal_volume                  134
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C24 H25 N2 O4 P'
_chemical_formula_sum            'C24 H25 N2 O4 P'
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_symmetry_cell_setting           orthorhombic
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_symmetry_space_group_name_Hall  'P 2ac 2ab'
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_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-07-18
_audit_creation_method           'by CrystalStructure 4.0'
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_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   10.5187(11)
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_cell_length_c                   16.1258(17)
_cell_measurement_reflns_used    7593
_cell_measurement_temperature    173(1)
_cell_measurement_theta_max      31.04
_cell_measurement_theta_min      2.01
_cell_volume                     2209.2(4)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.0'
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_computing_structure_refinement  'CRYSTALS (Carruthers, et al., 1999)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      173(1)
_diffrn_detector_area_resol_mean 7.314
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0179
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_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
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_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colorless
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_exptl_crystal_description       prism
_exptl_crystal_F_000             920.00
_exptl_crystal_size_max          0.450
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_refine_diff_density_max         0.548
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_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  2198 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.04(7)
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         5044
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0321
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0014Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0972
_reflns_number_gt                4806
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_reflns_threshold_expression     F^2^>2.0\s(F^2^)
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