Total Synthesis of (-)-Heptemerone B and (-)-Guanacastepene E
Aubry K. Miller; Chambers C. Hughes; Joshua J. Kennedy-Smith; Stefan N. Gradl; Dirk Trauner; Journal of the American Chemical Society 128 (2006) 17057–17062; doi:10.1021/ja0660507

data_4111270
_publ_contact_author_address
;
    Department of Chemistry, University of California, 
    Berkeley, Berkeley, CA 94720-1460 (USA)
;
_publ_contact_author_email       ' trauner@cchem.berkeley.edu '
_publ_contact_author_fax         ' (+1) 510-643-9480 '
_publ_contact_author_name        ' Dirk Trauner'
_publ_contact_author_phone       ' (+1) 510-643-5507 '
_publ_section_title
;
 Total Synthesis of (-)-Heptemerone B and (-)-Guanacastepene E
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17057
_journal_page_last               17062
_journal_paper_doi               10.1021/ja0660507
_journal_volume                  128
_journal_year                    2006
_chemical_formula_moiety         'C21 H30 O3 '
_chemical_formula_sum            'C21 H30 O3'
_chemical_formula_weight         330.47
_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             'Thu Jun 22 17:04:14 2006'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                108.490(2)
_cell_angle_beta                 96.165(3)
_cell_angle_gamma                93.944(3)
_cell_formula_units_Z            2
_cell_length_a                   6.768(1)
_cell_length_b                   10.522(2)
_cell_length_c                   14.194(3)
_cell_measurement_reflns_used    1719
_cell_measurement_temperature    108.2
_cell_measurement_theta_max      24.5
_cell_measurement_theta_min      3.5
_cell_volume                     947.4(3)
_computing_cell_refinement       'Bruker-AXS SAINT v6.40'
_computing_data_collection       'Bruker-AXS SMART v5.054'
_computing_data_reduction        'Bruker-AXS SAINT v6.40'
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SIR97
_diffrn_measured_fraction_theta_full 0.9445
_diffrn_measured_fraction_theta_max 0.9445
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5357
_diffrn_reflns_theta_full        24.74
_diffrn_reflns_theta_max         24.74
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.793
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_description       blocklike
_exptl_crystal_F_000             360.00
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.19
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.482
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2090
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.0007
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0878
_refine_ls_wR_factor_ref         0.0757
_reflns_number_gt                2090
_reflns_number_total             3045
_reflns_threshold_expression     F^2^>3.0\s(F^2^)
_cod_data_source_file            ja0660507si20060911_093155.cif
_cod_data_source_block           Aubry_Miller_AKM195e
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C21 H30 O3 '
_cod_database_code               4111270