Total Synthesis of the Labdane Diterpenes Galanal A and B from Geraniol.
Lin, Shih-Che; Chein, Rong-Jie; The Journal of organic chemistry 82 (2017) 1575–1583; doi:10.1021/acs.joc.6b02766

data_4032133
_publ_section_title
;
 Total Synthesis of the Labdane Diterpenes Galanal A and B from Geraniol.
;
_journal_issue                   3
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1575
_journal_page_last               1583
_journal_paper_doi               10.1021/acs.joc.6b02766
_journal_volume                  82
_journal_year                    2017
_chemical_formula_sum            'C18 H30 O2'
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_cell_angle_beta                 101.4120(10)
_cell_angle_gamma                90
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_cell_length_a                   19.3415(3)
_cell_length_b                   7.17020(10)
_cell_length_c                   11.3568(2)
_cell_measurement_temperature    100(2)
_cell_volume                     1543.85(4)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
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_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_unetI/netI     0.0236
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_diffrn_reflns_Laue_measured_fraction_max 0.999
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_diffrn_reflns_limit_k_max       8
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_diffrn_reflns_point_group_measured_fraction_full 0.999
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_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         1.074
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_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.340
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_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.024(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         3141
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0544
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_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0710P)^2^+0.3439P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.1271
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_reflns_number_total             3141
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_depositor_comments
'Adding full bibliography for 4032132--4032133.cif.'
_cod_database_code               4032133
_shelx_estimated_absorpt_t_min   0.975
_shelx_estimated_absorpt_t_max   0.985
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_shelx_hkl_checksum              8844