Total Synthesis of Atisane-Type Diterpenoids: Application of Diels-Alder Cycloadditions of Podocarpane-Type Unmasked ortho-Benzoquinones.
Song, Liqiang; Zhu, Guili; Liu, Yongjiang; Liu, Bo; Qin, Song; Journal of the American Chemical Society 137 (2015) 13706–13714; doi:10.1021/jacs.5b08958

data_4129627
_publ_section_title
;
 Total Synthesis of Atisane-Type Diterpenoids: Application of Diels-Alder
 Cycloadditions of Podocarpane-Type Unmasked ortho-Benzoquinones.
;
_journal_issue                   42
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13706
_journal_page_last               13714
_journal_paper_doi               10.1021/jacs.5b08958
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C23 H34 O5, 0.5(H2 O)'
_chemical_formula_sum            'C23 H35 O5.5'
_chemical_formula_weight         399.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
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Olex2 1.2
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_computing_cell_refinement
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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,
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(compiled Mar 27 2014,17:12:48)
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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)
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
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'#__ type_ start__ end____ width___ exp.time_ 1 omega -53.00 35.00 1.0000 11.8900 omega____ theta____ kappa____ phi______ frames - 15.7256 -38.0000 -120.0000 88 #__ type_ start__ end____ width___ exp.time_ 2 omega -1.00 83.00 1.0000 11.8900 omega____ theta____ kappa____ phi______ frames - 15.7256 57.0000 -90.0000 84 #__ type_ start__ end____ width___ exp.time_ 3 omega -1.00 83.00 1.0000 11.8900 omega____ theta____ kappa____ phi______ frames - 15.7256 57.0000 -150.0000 84 #__ type_ start__ end____ width___ exp.time_ 4 omega 35.00 85.00 1.0000 11.8900 omega____ theta____ kappa____ phi______ frames - 15.7256 178.0000 150.0000 50'
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_diffrn_reflns_number            13873
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.249
_diffrn_reflns_theta_min         3.489
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.00000
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
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Empirical absorption correction using spherical harmonics,
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_exptl_crystal_colour            'clear light colourless'
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_exptl_crystal_density_diffrn    1.249
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_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.8
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0580P)^2^+0.3260P] where P=(Fo^2^+2Fc^2^)/3'
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_cod_database_code               4129627
_reflns_odcompleteness_completeness 99.58
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1. Others
 Fixed Sof: O00T(0.5) H0AA(0.5) HD(0.5)
 Fixed Uiso: H005(0.102) H007(0.042) H00A(0.05) H00B(0.05) H009(0.049)
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 H(0.7423) HA(0.6377) H00(0.3166) HB(0.359) HC(0.3085) H0AA(1.0606) HD(1.0566)
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 H00D(0.5728) H00E(0.466) H00F(0.3555) H00C(0.264) H00G(0.2472) H00H(0.8663)
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 H(0.9316) HA(0.9725) H00(0.5644) HB(0.5197) HC(0.7165) H0AA(0.6135) HD(0.5797)
 Fixed Z: H005(0.399) H007(0.2552) H00A(0.2483) H00B(0.2368) H009(0.1537)
 H00D(0.3168) H00E(0.1546) H00F(0.0615) H00C(0.3433) H00G(0.3232) H00H(0.202)
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 H00U(0.4185) H00V(0.3789) H00W(-0.0011) H00X(0.0381) H00Y(0.0325) H00Z(-
 0.0176) H(0.0197) HA(0.0455) H00(0.1057) HB(0.0505) HC(0.059) H0AA(0.471)
 HD(0.5265)
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_olex2_submission_special_instructions 'No special instructions were received'