Crystal structures of two 1,2,3,4-tetra-hydro-naphthalenes obtained during efforts towards the total synthesis of elisabethin A.

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作者:Kaiser Maximilian, Weil Matthias, Gärtner Peter, Enev Valentin
The two substituted 1,2,3,4-tetra-hydro-naphthalenes, methyl (R)-3-{(1R,4S)-6-meth-oxy-4,7-dimethyl-5,8-bis-[(triiso-propyl-sil-yl)-oxy]-1,2,3,4-tetra-hydro-naph-th-al-en-1-yl}butano-ate, C(36)H(66)O(5)Si(2), (2), and methyl (E)-3-{(1R,4S)-8-hy-droxy-6-meth-oxy-4,7-dimethyl-5-[(triiso-propyl-sil-yl)-oxy]-1,2,3,4-tetra-hydro-naphthalen-1-yl}acrylate, C(26)H(42)O(5)Si, (8), crystallize in the Sohncke space groups P2(1)2(1)2(1) and P2(1), respectively, with the absolute structure determined on the basis of anomalous dispersion effects. The configurations of the stereo centres in the 1,2,3,4-tetra-hydro-naphthalene moiety of (2) and (8) are the same, and the conformation of the non-aromatic part of the ring system is nearly identical. In the crystal of (2), weak non-classical C-H⋯O inter-actions consolidate the packing, whereas in (8), inter-molecular O-H⋯O hydrogen-bonding inter-actions of medium-to-weak strength direct the mol-ecules into Z-shaped strands extending parallel to [010].

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