Article pubs.acs.org/OPRD
Cite This: Org. Process Res. Dev. XXXX, XXX, XXX−XXX
Stereoselective Acetalization for the Synthesis of Liquid-Crystal Compounds Possessing a trans-2,5-Disubstituted 1,3-Dioxane Ring with Saturated Aqueous Solutions of Inorganic Salts Haruki Maebayashi,† Tsugumichi Fuchigami,‡ Yasuyuki Gotoh,§ and Munenori Inoue*,† †
Sagami Chemical Research Institute, 2743-1 Hayakawa, Ayase, Kanagawa 252-1193, Japan JNC Corporation, 1-1 Noguchi-Cho, Minamata, Kumamoto 867-8501, Japan § JNC Corporation, Shin-Otemachi Bldg. 2-1 Otemachi 2-Chome Chiyoda-ku, Tokyo 100-8105, Japan Org. Process Res. Dev. Downloaded from pubs.acs.org by UNIV DE BARCELONA on 02/04/19. For personal use only.
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S Supporting Information *
ABSTRACT: Stereoselective process for the synthesis of trans-2,5-disubstituted 1,3-dioxane derivatives, which are important liquid-crystal compounds, was developed. The acetalization reaction between aldehydes and 2-substituted 1,3-propanediols in the presence of acids gave the corresponding 2,5-disubstituted 1,3-dioxane derivatives with high trans selectivity (trans/cis = >96:
