Sequential Allylic C-H Amination/Vinylic C-H Arylation: A Strategy for Unnatural Amino Acid Synthesis from α-Olefins.
Jiang, Chao; Covell, Dustin J.; Stepan, Antonia F.; Plummer, Mark S.; White, M. Christina; Organic letters 14 (2012) 1386–1389; doi:10.1021/ol300063t

data_1507150
_publ_contact_author
; 
Danielle L. Gray 
University of Illinois 
School of Chemical Sciences, Box 59-1 
505 South Mathews Avenue 
Urbana, Illinois  61801 
USA 
;
_publ_section_title
;
 Sequential Allylic C-H Amination/Vinylic C-H Arylation: A Strategy for
 Unnatural Amino Acid Synthesis from \a-Olefins.
;
_journal_issue                   6
_journal_name_full               'Organic letters'
_journal_page_first              1386
_journal_page_last               1389
_journal_paper_doi               10.1021/ol300063t
_journal_volume                  14
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C14 H16 Br N O4'
_chemical_formula_sum            'C14 H16 Br N O4'
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_chemical_name_systematic
;
(R)-4-((4S,5R)-5-(4-bromophenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)oxazolidin-2-one
;
_space_group_IT_number           19
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_audit_update_record
; 
? 
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_cell_length_b                   7.8185(9)
_cell_length_c                   30.936(3)
_cell_measurement_reflns_used    1867
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      22.57
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; 
SAINT V7.23A, XPREP V2005/2, SADABS V2007/4, TWINABS V2007/5 
(Bruker, 2005 & 2007) 
;
_computing_molecular_graphics
; 
SHELXTL V6.12 (Bruker, 2005), CrystalMaker v2.1.3 (CrystalMaker, 1994) 
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_computing_publication_material  'XCIF V6.12 (Bruker, 2005)'
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_computing_structure_solution    'SHELXTL V6.12 (Bruker, 2005)'
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_exptl_crystal_colour            colourless
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; 
The data crystal was mounted using oil (Parantone-N, Exxon) to a 
0.3 mm cryo-loop (Hampton Research) with the (0 1 -5) scattering 
planes roughly normal to the spindle axis. 
;
_exptl_crystal_size_max          0.294
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_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 'Flack (1983),  1047 Friedels'
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_refine_ls_extinction_method     none
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_refine_ls_number_reflns         2603
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_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0490P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.1018
_reflns_number_gt                1889
_reflns_number_total             2603
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol300063t_si_003.cif
_cod_data_source_block           ba94kas
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1428.7(3)
_cod_database_code               1507150