Double Chiral Induction Enables a Stereoselective Carbonyl Allylation with Simple Alkenes under the Sequential Catalysis of Palladium Complex and Chiral Phosphoric Acid.
Li, Lu-Lu; Tao, Zhong-Lin; Han, Zhi-Yong; Gong, Liu-Zhu; Organic letters  (2016) –; doi:10.1021/acs.orglett.6b03378

data_1544964
_publ_section_title
;
 Double Chiral Induction Enables a Stereoselective Carbonyl Allylation
 with Simple Alkenes under the Sequential Catalysis of Palladium Complex
 and Chiral Phosphoric Acid.
;
_journal_name_full               'Organic letters'
_journal_paper_doi               10.1021/acs.orglett.6b03378
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_sum            'C17 H17 N O4'
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_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
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_cell_volume                     1572.07(4)
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies)'
_computing_data_collection       'CrysAlisPro (Agilent Technologies)'
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_computing_publication_material  SHELXL-2013
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_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      290(2)
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_diffrn_reflns_point_group_measured_fraction_full 0.992
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_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
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;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_description       block
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_exptl_crystal_size_mid          0.240
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_refine_diff_density_max         0.141
_refine_diff_density_min         -0.126
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details
;
 Flack x determined using 1147 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.02(6)
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2913
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0330
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0750P)^2^+0.0814P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1094
_reflns_Friedel_coverage         0.689
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.967
_reflns_number_gt                2830
_reflns_number_total             2913
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol6b03378_si_002.cif
_cod_data_source_block           shelxl
_cod_database_code               1544964
_shelx_estimated_absorpt_t_min   0.819
_shelx_estimated_absorpt_t_max   0.865
_shelxl_version_number           2013-4
_shelx_res_checksum              14025
_shelx_hkl_checksum              48108