Chiral bifunctional guanidine-catalyzed enantioselective Aza-Henry reaction of isatin-derived ketimines.
Fang, Bing; Liu, Xiaohua; Zhao, Jiannan; Tang, Yu; Lin, Lili; Feng, Xiaoming; The Journal of organic chemistry 80 (2015) 3332–3338; doi:10.1021/acs.joc.5b00075

data_4036126
_publ_section_title
;
 Chiral bifunctional guanidine-catalyzed enantioselective Aza-Henry
 reaction of isatin-derived ketimines.
;
_journal_issue                   6
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              3332
_journal_page_last               3338
_journal_paper_doi               10.1021/acs.joc.5b00075
_journal_volume                  80
_journal_year                    2015
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C38 H48 N4 O'
_chemical_formula_sum            'C38 H48 N4 O'
_chemical_formula_weight         576.80
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Olex2 1.2
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CrysAlisPro, Agilent Technologies,
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
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  1 omega  -31.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega    0.00   26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  3 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  4 omega  -31.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -77.0000 -120.0000 94

  5 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   77.0000  -90.0000 94

  6 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  7 omega   38.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega   39.00  109.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
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  9 omega   38.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 53

 10 omega   38.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -60.0000 53

 11 omega   38.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 53

 12 omega   87.00  178.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   90.0000 91

 13 omega   39.00  109.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  150.0000 70

 14 omega   38.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

 15 omega   40.00  135.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  -90.0000 95

 16 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000  120.0000 84

 17 omega  -31.00   45.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000  120.0000 76

 18 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000   30.0000 84
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_diffrn_radiation_monochromator  graphite
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_diffrn_reflns_theta_min         5.412
_diffrn_source                   'Enhance (Cu) X-ray Source'
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour            'clear light colourless'
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;
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 Flack x determined using 1086 quotients [(I+)-(I-)]/[(I+)+(I-)]
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_refine_ls_abs_structure_Flack   -0.1(3)
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_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
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'w=1/[\s^2^(Fo^2^)+(0.1150P)^2^+0.1400P] where P=(Fo^2^+2Fc^2^)/3'
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;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Riding coordinates:
 N2(H2)
2.b Ternary CH refined with riding coordinates:
 C8(H8), C11(H11), C15(H15)
2.c Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C25(H25A,H25B), C26(H26A,
 H26B), C27(H27A,H27B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B),
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2.d Aromatic/amide H refined with riding coordinates:
 N5(H5), C9(H9), C13(H13), C14(H14), C16(H16), C19(H19), C20(H20), C24(H24),
 C28(H28), C29(H29), C34(H34), C35(H35), C36(H36), C38(H38), C42(H42), C43(H43)
;
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_olex2_submission_special_instructions 'No special instructions were received'