Lewis Acid Promoted Reactions of Ethenetricarboxylates with Allenes: Synthesis of Indenes and γ-Lactones via Conjugate Addition/Cyclization Reaction
Shoko Yamazaki; Yuko Yamamoto; Yugo Fukushima; Masachika Takebayashi; Tetsuma Ukai; Yuji Mikata; Journal of Organic Chemistry 75 (2010) 5216–5222; doi:10.1021/jo1009855

data_4025573
_publ_contact_author_email       yamazaks@nara-edu.ac.jp
_publ_contact_author_fax         +81-742-27-9289
_publ_contact_author_name        'Shoko Yamazaki'
_publ_contact_author_phone       +81-742-27-9193
_publ_section_title
;
 Lewis Acid Promoted Reactions of Ethenetricarboxylates with Allenes:
 Synthesis of Indenes and \g-Lactones via Conjugate Addition/Cyclization
 Reaction
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5216
_journal_page_last               5222
_journal_paper_doi               10.1021/jo1009855
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C25 H26 O6 '
_chemical_formula_sum            'C25 H26 O6'
_chemical_formula_weight         422.48
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2009-10-30
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                90.0544(16)
_cell_angle_beta                 104.466(5)
_cell_angle_gamma                108.744(3)
_cell_formula_units_Z            2
_cell_length_a                   8.2972(9)
_cell_length_b                   10.0287(8)
_cell_length_c                   14.2944(13)
_cell_measurement_reflns_used    3530
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.4
_cell_volume                     1086.36(18)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.012
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8407
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.818
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       unknown
_exptl_crystal_F_000             448.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     385
_refine_ls_number_reflns         4709
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0552P)^2^+0.3123P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1047
_reflns_number_gt                4277
_reflns_number_total             4709
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo1009855_si_002.cif
_cod_data_source_block           '__091102X-1-091029'
_cod_original_formula_sum        'C25 H26 O6 '
_cod_database_code               4025573