Creating Quaternary Centers with High Exo Stereoselectivity Using Activated α-Alkynyl Dienophiles
Sun-Joon Min; Gavin O. Jones; K. N. Houk; Samuel J. Danishefsky; Journal of the American Chemical Society 129 (2007) 10078–10079; doi:10.1021/ja073528d

data_4109793
_publ_section_title
;
 Creating Quaternary Centers with High Exo Stereoselectivity Using
 Activated \a-Alkynyl Dienophiles
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10078
_journal_page_last               10079
_journal_paper_doi               10.1021/ja073528d
_journal_volume                  129
_journal_year                    2007
_chemical_formula_sum            'C14 H20 O5'
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_symmetry_space_group_name_H-M   'P -1'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_cell_angle_beta                 75.996(2)
_cell_angle_gamma                75.586(2)
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_cell_length_a                   11.1692(3)
_cell_length_b                   11.2436(3)
_cell_length_c                   11.3820(3)
_cell_measurement_reflns_used    4512
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      31.87
_cell_measurement_theta_min      2.33
_cell_volume                     1342.17(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      125(2)
_diffrn_measured_fraction_theta_full 0.934
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_sigmaI/netI    0.0729
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
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_diffrn_reflns_theta_full        32.44
_diffrn_reflns_theta_max         32.44
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  0.9920
_exptl_absorpt_correction_T_min  0.9793
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   twinabs
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         13391
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0530
_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^)+(0.0468P)^2^+1.0061P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1347
_reflns_number_gt                8544
_reflns_number_total             13391
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja073528dsi20070717_041015.cif
_cod_data_source_block           t3twin5
_cod_database_code               4109793