Gold-catalyzed synthesis of polycyclic enones from carbon tethered 1,3-enynyl carbonyls via tandem heteroenyne metathesis and Nazarov reaction.
Jin, Tienan; Yamamoto, Yoshinori; Organic letters 10 (2008) 3137–3139; doi:10.1021/ol801265s

data_1504797
_publ_section_title
;
 Gold-catalyzed synthesis of polycyclic enones from carbon tethered
 1,3-enynyl carbonyls via tandem heteroenyne metathesis and Nazarov
 reaction.
;
_journal_issue                   14
_journal_name_full               'Organic letters'
_journal_page_first              3137
_journal_page_last               3139
_journal_paper_doi               10.1021/ol801265s
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C18 H20 O2 '
_chemical_formula_sum            'C18 H20 O2'
_chemical_formula_weight         268.35
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      33
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   7.341(3)
_cell_length_b                   12.153(4)
_cell_length_c                   15.548(5)
_cell_measurement_reflns_used    4926
_cell_measurement_temperature    173.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.5
_cell_volume                     1387.1(9)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8306
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         27.47
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             576.00
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.32
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  1111 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.1(04)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2489
_refine_ls_R_factor_gt           0.0357
_refine_ls_shift/su_max          0.0110
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0005Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0890
_reflns_number_gt                2240
_reflns_number_total             2489
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol801265s-file004.cif
_cod_data_source_block
'__cis-11b-ethyl-6,6a,8,9,10,11-hexahydroindeno[2,1-c]chromen-7(11bH)-one'
_cod_original_cell_volume        1387.1(8)
_cod_original_formula_sum        'C18 H20 O2 '
_cod_database_code               1504797