Nazarov Cyclizations of an Allenyl Vinyl Ketone with Interception of the Oxyallyl Cation Intermediate for the Formation of Carbon-Carbon Bonds
Vanessa M. Marx; D. Jean Burnell; Journal of the American Chemical Society 132 (2010) 1685–1689; doi:10.1021/ja909073r

data_4101858
_publ_contact_author_address
;Department of Chemistry
Dalhousie University
Halifax, Nova Scotia  B3H 4J3
Canada
;
_publ_contact_author_email       jean.burnell@dal.ca
_publ_contact_author_fax         1-902-494-1310
_publ_contact_author_name        'D. Jean Burnell'
_publ_contact_author_phone       1-902-494-1664
_publ_section_title
;
 Nazarov Cyclizations of an Allenyl Vinyl Ketone with Interception of the
 Oxyallyl Cation Intermediate for the Formation of Carbon-Carbon Bonds
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1685
_journal_page_last               1689
_journal_paper_doi               10.1021/ja909073r
_journal_volume                  132
_journal_year                    2010
_chemical_formula_moiety         'C19 H22 O '
_chemical_formula_sum            'C19 H22 O'
_chemical_formula_weight         266.38
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_audit_creation_date             2009-06-02
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                90.0000
_cell_angle_beta                 98.452(2)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   12.3808(5)
_cell_length_b                   7.1865(2)
_cell_length_c                   17.5078(8)
_cell_measurement_reflns_used    8316
_cell_measurement_temperature    297.1
_cell_measurement_theta_max      35.4
_cell_measurement_theta_min      2.2
_cell_volume                     1540.83(10)
_computing_cell_refinement       PROCESS
_computing_data_collection       PROCESS
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SHELXS97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.803
_diffrn_measurement_device_type  'Rigaku RAXIS-UNKNOWN'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.019
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23169
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         35.77
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             576.00
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3007
_refine_ls_R_factor_gt           0.0526
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    7.9587    5.3376    5.8881
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0693
_reflns_number_gt                3007
_reflns_number_total             4440
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja909073r_si_002.cif
_cod_data_source_block           '__JB19_VMvii22'
_cod_original_formula_sum        'C19 H22 O '
_cod_database_code               4101858