Sequential asymmetric catalysis in Michael-Michael-Michael-aldol reactions: merging organocatalysis with photoredox catalysis in a one-pot enantioselective synthesis of highly functionalized decalines bearing a quaternary carbon stereocenter.
Hong, Bor-Cherng; Lin, Cheng-Wei; Liao, Wei-Kai; Lee, Gene-Hsiang; Organic letters 15 (2013) 6258–6261; doi:10.1021/ol403113c

data_1513244
_publ_section_title
;
 Sequential asymmetric catalysis in Michael-Michael-Michael-aldol
 reactions: merging organocatalysis with photoredox catalysis in a one-pot
 enantioselective synthesis of highly functionalized decalines bearing a
 quaternary carbon stereocenter.
;
_journal_issue                   24
_journal_name_full               'Organic letters'
_journal_page_first              6258
_journal_page_last               6261
_journal_paper_doi               10.1021/ol403113c
_journal_volume                  15
_journal_year                    2013
_chemical_absolute_configuration ad
_chemical_formula_sum            'C28 H31 Br O5'
_chemical_formula_weight         527.44
_space_group_IT_number           4
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_symmetry_space_group_name_Hall  'P 2yb'
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_cell_length_c                   11.440(5)
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_cell_measurement_temperature    200(2)
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_cell_volume                     1257.7(10)
_computing_cell_refinement       'Bruker SAINT'
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_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'BRUKER SMART APEXCCD area detector'
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_diffrn_radiation_monochromator  graphite
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_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8723
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_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.84
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_exptl_absorpt_correction_T_max  0.9674
_exptl_absorpt_correction_T_min  0.6520
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.28
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_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.603
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_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.039(16)
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         4401
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_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0751
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0506P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1475
_reflns_number_gt                3126
_reflns_number_total             4401
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol403113c_si_002.cif
_cod_data_source_block           ic15504
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1257.8(10)
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               1513244