Nitro-enabled catalytic enantioselective formal umpolung alkenylation of β-ketoesters
Ray Choudhury, Abhijnan; Manna, Madhu Sudan; Mukherjee, Santanu; Chem. Sci.  (2017) –; doi:10.1039/C7SC02232H

data_1546752
_publ_section_title
;
 Nitro-enabled catalytic enantioselective formal umpolung alkenylation of
 \b-ketoesters
;
_journal_name_full               'Chem. Sci.'
_journal_paper_doi               10.1039/C7SC02232H
_journal_year                    2017
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C23 H21 Br O4'
_chemical_formula_sum            'C23 H21 Br O4'
_chemical_formula_weight         441.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2016-07-06
_audit_creation_method
;
  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_audit_update_record
;
2016-07-07 deposited with the CCDC.
2017-07-31 downloaded from the CCDC.
;
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 106.339(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            2
_cell_length_a                   8.473(5)
_cell_length_b                   10.542(5)
_cell_length_c                   11.891(5)
_cell_measurement_reflns_used    9781
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      3.16
_cell_volume                     1019.2(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
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_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_Laue_measured_fraction_full 0.998
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_diffrn_reflns_theta_min         3.164
_exptl_absorpt_coefficient_mu    2.042
_exptl_absorpt_correction_T_max  0.920
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_exptl_crystal_description       Block
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_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.001(8)
_refine_ls_extinction_method     none
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0540P)^2^+0.1457P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0767
_refine_ls_wR_factor_ref         0.0785
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_reflns_Friedel_fraction_max     0.996
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_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           ARC-VII-358A-01
_cod_database_code               1546752
_shelx_res_checksum              49221
_shelx_shelxl_version_number     2014/7