Tandem Payne/Meinwald versus Meinwald rearrangements on the α-hydroxy- or α-silyloxy-spiro epoxide skeleton.
Totobenazara, Jane; Haroun, Heloua; Rémond, Julien; Adil, Karim; Dénès, Fabrice; Lebreton, Jacques; Gaulon-Nourry, Catherine; Gosselin, Pascal; Organic & biomolecular chemistry 10 (2012) 502–505; doi:10.1039/c1ob06776a

data_7152200
_publ_section_title
;
 Tandem Payne/Meinwald versus Meinwald rearrangements on the \a-hydroxy-
 or \a-silyloxy-spiro epoxide skeleton.
;
_journal_issue                   3
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              502
_journal_page_last               505
_journal_paper_doi               10.1039/c1ob06776a
_journal_volume                  10
_journal_year                    2012
_chemical_formula_moiety         'C23 H34 N2 O8 Si'
_chemical_formula_sum            'C23 H34 N2 O8 Si'
_chemical_formula_weight         494.61
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_atom_sites_solution_hydrogens   geom
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_atom_sites_solution_secondary   difmap
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_cell_angle_alpha                90.00
_cell_angle_beta                 105.495(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
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_cell_length_b                   7.0246(13)
_cell_length_c                   19.471(4)
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_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      4
_cell_volume                     5241.0(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker KAPPA APEX II'
_diffrn_measurement_method       '\w scans; 30 settings'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_sigmaI/netI    0.1014
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            48881
_diffrn_reflns_theta_full        30.62
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_exptl_absorpt_coefficient_mu    0.137
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_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2008/1, Bruker_AXS, Madison, WI.'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Fragment
_exptl_crystal_F_000             2112
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_exptl_crystal_size_min          0.09
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_refine_ls_extinction_method     shelxl
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_refine_ls_R_factor_all          0.1646
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_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1093P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1619
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_reflns_number_gt                3744
_reflns_number_total             7980
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ob06776a.txt
_cod_data_source_block           hh171_0m
_cod_original_cell_volume        5240.9(18)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7152200