Enantioselective H-bond-directed vinylogous iminium ion strategy for the functionalization of vinyl-substituted heteroaryl aldehydes.
Skrzyńska, Anna; Frankowski, Sebastian; Topolska, Aleksandra; Dyguda, Mateusz; Gao, Xin-Yue; Xu, Chang-Jiang; Chen, Ying-Chun; Albrecht, Łukasz; Chemical communications (Cambridge, England) 57 (2021) 1667–1670; doi:10.1039/d0cc07765h

data_7127796
_publ_section_title
;
 Enantioselective H-bond-directed vinylogous iminium ion strategy for the
 functionalization of vinyl-substituted heteroaryl aldehydes.
;
_journal_issue                   13
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1667
_journal_page_last               1670
_journal_paper_doi               10.1039/d0cc07765h
_journal_volume                  57
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C15 H16 O2 S2'
_chemical_formula_sum            'C15 H16 O2 S2'
_chemical_formula_weight         292.40
_chemical_name_systematic
;
(3R,4R)-4-(2-(hydroxymethyl)thiophen-3-yl)-3-phenyltetrahydrothiophen-3-ol
;
_space_group_IT_number           1
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_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
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_audit_update_record
;
2020-08-24 deposited with the CCDC.	2021-01-07 downloaded from the CCDC.
;
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_diffrn_ambient_environment      N~2~
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_diffrn_detector                 'Hybrid Pixel Array Detector'
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_diffrn_source                   'micro-focus sealed X-ray tube'
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;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
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_exptl_crystal_description       prism
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_exptl_crystal_size_mid          0.305
_exptl_crystal_size_min          0.100
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_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 2325 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(6)
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         4979
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0293
_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^)+(0.0357P)^2^+0.4239P] WHERE P=(FO^2^+2FC^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0738
_refine_ls_wR_factor_ref         0.0738
_reflns_number_gt                4973
_reflns_number_total             4979
_reflns_threshold_expression     I>2\s(I)
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_cod_depositor_comments
'Adding full bibliography for 7127795--7127796.cif.'
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