1-(3-Hydroxy-5,8-dimethoxy-4-methyl-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-2-yl)ethan-1-one

Abstract

The stereochemistry and regioschemistry (exo) of the title compound, C15H18O5, were determined by the X-ray analysis. The meth­oxy groups essentially lie in the plane of the benzene ring to which they are attached, as described by the C—O—C C torsion angles of −176.80 (12) and 4.67 (19)°. In the crystal, O—H⋯O hydrogen bonds and weak C—H⋯O hydrogen bonds link the mol­ecules, forming chains of R 2 1(8) rings along [010].

N–O Cleavage reactions of heterobicycloalkene-fused 2-isoxazolines

“…Relative to the unsubstituted parent 10a ( Table 3 , entry 1), reactions of isoxazolines 10f and 10g bearing alkyl substituents in the C1 position were still reasonably good ( Table 3 , entries 2 and 3), and even with electron-withdrawing C1 substituents in compounds 10h–j , the yields did not suffer to any extreme ( Table 3 , entries 4–6). In addition, the transformation to β-hydroxyketone succeeded with compound 10k bearing both arene and C1 substituents to furnish 16k ( Table 3 , entry 7) whose structure was confirmed by X-ray crystallographic analysis [ 27 ].…”