Stereospecific process for production of c-5-aralkoxy-r-2-substi

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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71 88, 260290R, 2602949, 260297R, 260329R, 260617R, C07D31904

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040595943

ABSTRACT:
Production of c-5-aralkoxy-r-2-substituted-5-alkyl-1,3-dioxanes by epoxidizing the double bond of a 2-substituted-5-alkylidene-1,3-dioxane to form a cis epoxide, hydrogenolyzing said epoxide to form a 2-substituted-5-alkyl-5-hydroxy-1,3-dioxane in which there is a cis relationship between the 5-hydroxy and the 2-substituent, and etherifying said hydroxydioxane with an aralkyl halide.

REFERENCES:
patent: 2924607 (1960-02-01), Pattison
Craig et al., Journ. Org. Chem. 30, 12, pp. 4168-4175.
C.A. 64:4924e.
G. Dittus, Methoden Der Organ. Chemie (Houben-Weyl), Band VI/3, Sauerstoff Verbindungen I, Teil 3, 1965, pp. 442-446.
Payne, Tetrahedron, vol. 18, pp. 763-765 (1962).
Schwartz et al., Journ. Org. Chem., vol. 29, pp. 1976-1979, 1964.

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