Lewis Acid-Catalyzed Intermolecular [4 + 2] Cycloaddition of 3-Alkoxycyclobutanones to Aldehydes and Ketones
Jun-ichi Matsuo; Shun Sasaki; Hiroyuki Tanaka; Hiroyuki Ishibashi; Journal of the American Chemical Society 130 (2008) 11600–11601; doi:10.1021/ja8045684

data_4108283
_publ_contact_author_address
;
Division of Pharmaceutical Sciences, 
Graduate School of Natural Science and Technology, Kanazawa University, 
Kakuma-machi, Kanazawa 920-1192, Japan
;
_publ_contact_author_email       ' jimatsuo@p.kanazawa-u.ac.jp '
_publ_contact_author_fax         ' +81-76-234-4439 '
_publ_contact_author_name        'Dr Jun-ichi Matsuo'
_publ_contact_author_phone       ' +81-76-234-4439 '
_publ_section_title
;
 Lewis Acid-Catalyzed Intermolecular [4 + 2] Cycloaddition of
 3-Alkoxycyclobutanones to Aldehydes and Ketones
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11600
_journal_page_last               11601
_journal_paper_doi               10.1021/ja8045684
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         'C19 H26 O3 '
_chemical_formula_sum            'C19 H26 O3'
_chemical_formula_weight         302.41
_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             'Thu May 15 14:24:46 2008'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90.000(2)
_cell_angle_beta                 108.622(2)
_cell_angle_gamma                90.000(2)
_cell_formula_units_Z            4
_cell_length_a                   12.072(3)
_cell_length_b                   11.150(3)
_cell_length_c                   13.468(4)
_cell_measurement_reflns_used    7069
_cell_measurement_temperature    123.2
_cell_measurement_theta_max      30.5
_cell_measurement_theta_min      2.7
_cell_volume                     1717.9(8)
_computing_cell_refinement       CRYSTALCLEAR
_computing_data_collection       CRYSTALCLEAR
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 14.46
_diffrn_measured_fraction_theta_full 0.8649
_diffrn_measured_fraction_theta_max 0.8649
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20204
_diffrn_reflns_theta_full        30.45
_diffrn_reflns_theta_max         30.45
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.712
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2192
_refine_ls_R_factor_gt           0.0636
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00144|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0795
_reflns_number_gt                2192
_reflns_number_total             4516
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja8045684_si_002.cif
_cod_data_source_block           '_matsu1'
_cod_original_formula_sum        'C19 H26 O3 '
_cod_database_code               4108283