Functionalized Chiral Vinyl Aminosulfoxonium Salts: Asymmetric Synthesis and Application to the Synthesis of Enantiopure Unsaturated Prolines, β,γ-Dehydro Amino Acids, and Cyclopentanoid Keto Aminosulfoxonium Ylides
Shashi Kant Tiwari; Hans-Joachim Gais; Andreas Lindenmaier; Gadamsetti Surendra Babu; Gerhard Raabe; Leleti Rajender Reddy; Franz Köhler; Markus Günter; Stefan Koep; Vijaya Bhaskara Reddy Iska; Journal of the American Chemical Society 128 (2006) 7360–7373; doi:10.1021/ja061152i

data_4110639
_publ_section_title
;
 Functionalized Chiral Vinyl Aminosulfoxonium Salts: Asymmetric Synthesis
 and Application to the Synthesis of Enantiopure Unsaturated Prolines,
 \b,\g-Dehydro Amino Acids, and Cyclopentanoid Keto Aminosulfoxonium
 Ylides
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7360
_journal_page_last               7373
_journal_paper_doi               10.1021/ja061152i
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C14 H25 N O4 S'
_chemical_formula_weight         303.42
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_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00000
_cell_angle_beta                 90.00000
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   9.9650(10)
_cell_length_b                   10.640(5)
_cell_length_c                   15.538(3)
_cell_measurement_temperature    293
_cell_volume                     1647.5(9)
_computing_data_reduction        'xtal DIFDAT SORTRF ADDREF'
_computing_molecular_graphics    xtal
_computing_publication_material  'xtal BONDLA CIFIO'
_computing_structure_refinement  'xtal CRYLSQ'
_computing_structure_solution    xtal
_diffrn_ambient_temperature      293
_diffrn_measurement_device_type  CAD4
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54179
_diffrn_reflns_av_R_equivalents  .03
_diffrn_reflns_av_sigmaI/netI    .057
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
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_diffrn_reflns_reduction_process 'perpendicular monochr Lp'
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_diffrn_reflns_theta_min         5.04
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_exptl_crystal_density_diffrn    1.223
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_refine_diff_density_max         .392
_refine_diff_density_min         -.918
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_refine_ls_goodness_of_fit_ref   2.42
_refine_ls_matrix_type           full
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_refine_ls_number_parameters     181
_refine_ls_number_reflns         2168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          .082
_refine_ls_R_factor_gt           .074
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         .093
_refine_ls_wR_factor_ref         .092
_reflns_d_resolution_high        .81
_reflns_d_resolution_low         8.779
_reflns_Friedel_coverage         .706
_reflns_limit_h_max              12
_reflns_limit_h_min              -11
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              10
_reflns_limit_l_min              -10
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_reflns_threshold_expression     'I    >  2.00 sig(I)'
_cod_data_source_file            ja061152isi20060406_095330.cif
_cod_data_source_block           gr0564
_cod_original_sg_symbol_Hall     p_2ac_2ab
_cod_original_formula_sum        'C14 H25 N1 O4 S1'
_cod_database_code               4110639