Mechanistic and Sterochemical Insights on the Pt-Catalyzed Rearrangement of Oxiranylpropargylic Esters to Cyclopentenones
Adán B. González-Pérez; Belén Vaz; Olalla Nieto Faza; Ángel R. de Lera; Journal of Organic Chemistry 77 (2012) 8733–8743; doi:10.1021/jo301651r

data_4027567
_publ_section_title
;
 Mechanistic and Sterochemical Insights on the Pt-Catalyzed Rearrangement
 of Oxiranylpropargylic Esters to Cyclopentenones
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8733
_journal_page_last               8743
_journal_paper_doi               10.1021/jo301651r
_journal_volume                  77
_journal_year                    2012
_chemical_formula_sum            'C16 H22 O5'
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_cell_angle_alpha                90.00
_cell_angle_beta                 96.598(2)
_cell_angle_gamma                90.00
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_cell_length_a                   12.2137(13)
_cell_length_b                   6.9492(8)
_cell_length_c                   37.007(4)
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_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.40
_cell_measurement_theta_min      2.22
_cell_volume                     3120.2(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
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_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART1000 CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0460
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_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
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_diffrn_reflns_limit_l_min       -44
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_exptl_absorpt_correction_T_max  0.7452
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_exptl_absorpt_correction_type   multi-scan
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_exptl_crystal_density_diffrn    1.253
_exptl_crystal_description       prism
_exptl_crystal_F_000             1264
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_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.206
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_R_factor_all          0.1013
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0568P)^2^+1.8424P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
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