Synthesis of Nucleosides and Related Compounds. XXXIV. Synthesis of 5-Isonitroso-1, 3-dioxane-4, 6-diones and Their Reactions

抄録

Synthesis of 5-isonitroso-1, 3-dioxane-4, 6-dione (2 : isonitroso Meldrum's acid) and related compounds and their reactions were described. Compound (2) reacted with various alcohols to give hydroxyiminoacetic acid esters in moderate yields. Compound 2 was acetylated in the usual manner to give 5-acetoxyimino-1, 3-dioxane-4, 6-dione (9)as a stable crystalline substance, which acted not as a heterodiene but as a heterodienophile and underwent hetero Diels-Alder reaction with various dienes to form [4+2] adducts.