Efficient and highly enantioselective construction of trifluoromethylated quaternary stereogenic centers via high-pressure mediated organocatalytic conjugate addition of nitromethane to β,β-disubstituted enones.
Kwiatkowski, Piotr; Cholewiak, Agnieszka; Kasztelan, Adrian; Organic letters 16 (2014) 5930–5933; doi:10.1021/ol502941d

data_1518263
_publ_section_title
;
 Efficient and highly enantioselective construction of trifluoromethylated
 quaternary stereogenic centers via high-pressure mediated organocatalytic
 conjugate addition of nitromethane to \b,\b-disubstituted enones.
;
_journal_issue                   22
_journal_name_full               'Organic letters'
_journal_page_first              5930
_journal_page_last               5933
_journal_paper_doi               10.1021/ol502941d
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C14 H9 F3 O S'
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_cell_length_b                   8.86880(10)
_cell_length_c                   9.24480(10)
_cell_measurement_reflns_used    15984
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_cell_volume                     619.577(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Kuma KM4 CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
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_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
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_diffrn_reflns_theta_full        31.00
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_exptl_absorpt_correction_T_min  0.8942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.40
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_refine_ls_extinction_method     none
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_refine_ls_number_reflns         3953
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_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0324
_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^)+(0.0490P)^2^+0.2441P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
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_reflns_number_gt                3576
_reflns_number_total             3953
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol502941d_si_001.cif
_cod_data_source_block           pkak1_b
_cod_depositor_comments
'Adding full bibliography for 1518263--1518265.cif.'
_cod_original_cell_volume        619.578(12)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1518263