Diastereoselective intramolecular <i>O</i>-allylation with alkynes using palladium/Brønsted acid combined catalysis: access to substituted chiral oxazolidines.
Khaitan, Bhavya; Panda, Sangram Keshari; Gandhi, Shikha; Chemical communications (Cambridge, England) 62 (2026) 5289–5292; doi:10.1039/d6cc00614k

data_7135381
_publ_section_title
;
 Diastereoselective intramolecular <i>O</i>-allylation with alkynes using
 palladium/Br&#xf8;nsted acid combined catalysis: access to substituted
 chiral oxazolidines.
;
_journal_issue                   18
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5289
_journal_page_last               5292
_journal_paper_doi               10.1039/d6cc00614k
_journal_volume                  62
_journal_year                    2026
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C26 H27 N O4 S'
_chemical_formula_sum            'C26 H27 N O4 S'
_chemical_formula_weight         449.575
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_Int_Tables_number      19
_atom_sites_solution_primary     iterative
_audit_creation_date             2025-06-05
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-12-17 deposited with the CCDC.	2026-02-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   7.360(5)
_cell_length_b                   10.914(5)
_cell_length_c                   28.239(5)
_cell_measurement_reflns_used    6882
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.9760
_cell_measurement_theta_min      2.0080
_cell_volume                     2268.4(19)
_computing_cell_refinement       'CrysAlisPro 1.171.43.116a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.116a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.116a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.8253
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -64.00  21.00   0.50    0.82    --   17.26 -15.00 -71.00  170
  2  \w     14.00  66.00   0.50    0.82    --  -16.40  19.00-120.00  104
  3  \w     24.00  73.00   0.50    0.82    --   17.26-113.00 169.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0184058000
_diffrn_orient_matrix_UB_12      0.0522611000
_diffrn_orient_matrix_UB_13      -0.0141538000
_diffrn_orient_matrix_UB_21      -0.0043048000
_diffrn_orient_matrix_UB_22      0.0368740000
_diffrn_orient_matrix_UB_23      0.0206764000
_diffrn_orient_matrix_UB_31      0.0943797000
_diffrn_orient_matrix_UB_32      0.0119218000
_diffrn_orient_matrix_UB_33      -0.0017856000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0124
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 0.9996
_diffrn_reflns_Laue_measured_fraction_max 0.8253
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            8924
_diffrn_reflns_point_group_measured_fraction_full 0.9534
_diffrn_reflns_point_group_measured_fraction_max 0.7688
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         29.53
_diffrn_reflns_theta_min         2.00
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76248
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.116a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_description       block
_exptl_crystal_F_000             953.068
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.2863
_refine_diff_density_min         -0.3497
_refine_diff_density_rms         0.0509
_refine_ls_abs_structure_details
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.012(17)
_refine_ls_d_res_high            0.7209
_refine_ls_d_res_low             10.1801
_refine_ls_goodness_of_fit_ref   1.0376
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    48
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4875
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0376
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0279
_refine_ls_shift/su_max          -0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0422P)^2^+0.4741P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0711
_refine_ls_wR_factor_ref         0.0723
_reflns_Friedel_coverage         0.694
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              35
_reflns_limit_l_min              -35
_reflns_number_gt                4708
_reflns_number_total             4875
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d6cc00614k2.cif
_cod_data_source_block           exp_2_auto
_cod_depositor_comments          'Adding full bibliography for 7135381.cif.'
_cod_original_sg_symbol_Hall     ' P 2ac 2ab'
_cod_database_code               7135381
_chemical_oxdiff_formula         'C26 H27  N O4 S'
_cell_oxdiff_angle_alpha         90.054(2)
_cell_oxdiff_angle_beta          90.070(2)
_cell_oxdiff_angle_gamma         90.041(2)
_cell_oxdiff_length_a            7.3691(2)
_cell_oxdiff_length_b            10.9019(3)
_cell_oxdiff_length_c            28.2333(9)
_cell_oxdiff_measurement_reflns_used 6883
_cell_oxdiff_volume              2268.19(12)
_diffrn_oxdiff_digest_hkl
;
43e7c10ad105640f085ad73e61921bd2de273d
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C015(H015), C016(H016)
2.b Secondary CH2 refined with riding coordinates:
 C010(H01a,H01b), C014(H01c,H01d)
2.c Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C013(H013), C017(H017), C018(H018), C019(H019),
 C020(H020), C021(H021), C023(H023), C027(H027), C028(H028), C029(H029),
 C030(H030), C031(H031), C032(H032)
2.d Idealised Me refined as rotating group:
 C022(H02a,H02b,H02c), C025(H02d,H02e,H02f)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.675