Direct catalytic asymmetric aldol reactions of pyruvates: scope and mechanism.
Gathergood, Nicholas; Juhl, Karsten; Poulsen, Thomas B.; Thordrup, Karl; Jørgensen, Karl Anker; Organic & biomolecular chemistry 2 (2004) 1077–1085; doi:10.1039/b316092k

data_7151606
_publ_section_title
;
 Direct catalytic asymmetric aldol reactions of pyruvates: scope and
 mechanism.
;
_journal_issue                   7
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1077
_journal_page_last               1085
_journal_paper_doi               10.1039/b316092k
_journal_volume                  2
_journal_year                    2004
_chemical_formula_moiety         'C16 H28 O6 Si'
_chemical_formula_sum            'C16 H28 O6 Si'
_chemical_formula_weight         344.49
_chemical_name_systematic
;
4-(Di-tert-butyl-hydroxy-silanyloxy)-2-methyl-5-oxo-2,5-dihydro-furan-
-2-carboxylic acid ethyl ester
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.000
_cell_angle_beta                 95.257(2)
_cell_angle_gamma                90.000
_cell_formula_units_Z            8
_cell_length_a                   12.626(1)
_cell_length_b                   14.332(2)
_cell_length_c                   20.971(2)
_cell_measurement_reflns_used    7054
_cell_measurement_temperature    120
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      1.95
_cell_volume                     3778.9(7)
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics
;
ORTEP-III (Burnett & Johnson,  1996), KRYSTAL
;
_computing_publication_material  KRYSTAL
_computing_structure_refinement  'modified ORFLS(1962), KRYSTAL'
_computing_structure_solution
;
SIR97 (Altomare et al., 1997 ), KRYSTAL
;
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 100.0
_diffrn_measured_fraction_theta_max 100.0
_diffrn_measurement_device       'Siemens SMART CCD diffractometer'
_diffrn_measurement_method       '\w rotation scans with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'x-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.122
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            74525
_diffrn_reflns_reduction_process 74525
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         1.95
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'XPREP,  1995 '
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       slab
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          .58
_exptl_crystal_size_mid          .33
_exptl_crystal_size_min          .14
_refine_diff_density_max         1.5(1)
_refine_diff_density_min         -1.1(1)
_refine_ls_abs_structure_details
; The least squares refinement included a parameter according to
Rogers (1981) refined against all 13270 significant reflections
including 5967 Bijvoet pairs. The result is convincing although Si
is not usually used for the determination of absolute configurations.
;
_refine_ls_abs_structure_Rogers  0.86(16)
_refine_ls_extinction_coef       140(25)
_refine_ls_extinction_method
;
Type 1 Lorentzian isotropic ( Becker and Coppens, 1974)
;
_refine_ls_goodness_of_fit_ref   1.45
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     846
_refine_ls_number_reflns         13270
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.055
_refine_ls_shift/su_max          0.0028
_refine_ls_shift/su_mean         0.0003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
w= 1/{[\s~cs~(F^2^)+B+(1+A)F^2^]^1/2^- |F|}^2^
where A = 0.04   and B = 0.5
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.065
_reflns_number_gt                13270
_reflns_number_total             17356
_reflns_threshold_expression     I>3\s(I)
_cod_data_source_file            b316092k.txt
_cod_data_source_block           cpd_4ab
_cod_depositor_comments
;
The following automatic conversions were performed:

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Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

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data
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data
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data
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Automatic conversion script
Id: cif_correct_tags 5005 2017-03-03 11:38:54Z antanas 
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_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7151606