Novel defluorinative alkylation of trifluoroacetaldehyde N,O-acetal derivatives and its application to multi-component reaction.
Yanai, Hikaru; Taguchi, Takeo; Chemical communications (Cambridge, England) 34 (2009) 1034–1036; doi:10.1039/b817599c

data_7104213
_publ_section_title
;
 Novel defluorinative alkylation of trifluoroacetaldehyde N,O-acetal
 derivatives and its application to multi-component reaction.
;
_journal_issue                   9
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1034
_journal_page_last               1036
_journal_paper_doi               10.1039/b817599c
_journal_volume                  34
_journal_year                    2009
_chemical_formula_moiety         'C22 H31 F2 N O2'
_chemical_formula_sum            'C22 H31 F2 N O2'
_chemical_formula_weight         379.48
_chemical_name_common
;
(1S*)-2-((2S*)-3-Allyl-2-butyl-2,3-dihydro-1,3-benzoxazol-2-
yl) -1-cyclohexyl-2,2-difluoroethan-1-ol
;
_chemical_name_systematic
;
(1S*)-2-[(2S*)-3-Allyl-2-butyl-2,3-dihydro-1,3-benzoxazol-2-yl]
-1-cyclohexyl-2,2-difluoroethan-1-ol

;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             '12 September 08'
_audit_creation_method           'SHELXL97 '
_cell_angle_alpha                76.3530(10)
_cell_angle_beta                 68.1340(10)
_cell_angle_gamma                67.3330(10)
_cell_formula_units_Z            4
_cell_length_a                   12.9702(11)
_cell_length_b                   13.2002(11)
_cell_length_c                   13.8440(12)
_cell_measurement_reflns_used    9958
_cell_measurement_temperature    90
_cell_measurement_theta_max      27.62
_cell_measurement_theta_min      2.19
_cell_volume                     2017.9(3)
_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_molecular_graphics    'XSHEL (Bruker AXS,2002)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      90
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'multilayer confocal mirror'
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0218
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23356
_diffrn_reflns_theta_full        27.62
_diffrn_reflns_theta_max         27.62
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9784
_exptl_absorpt_correction_T_min  0.9758
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         9165
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0370
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0576P)^2^+0.7888P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1027
_reflns_number_gt                8197
_reflns_number_total             9165
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b817599c.txt
_cod_data_source_block           anti-3h
_cod_original_sg_symbol_Hall     '-P 1 '
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7104213