SYNTHESIS OF NUCLEOSIDES AND RELATED-COMPOUNDS .34. SYNTHESIS OF 5-ISONITROSO-1,3-DIOXANE-4,6-DIONES AND THEIR REACTIONS

Authors
KATAGIRI N NOCHI H KURIMOTO A SATO H KANEKO C
Citation
N. Katagiri et al., SYNTHESIS OF NUCLEOSIDES AND RELATED-COMPOUNDS .34. SYNTHESIS OF 5-ISONITROSO-1,3-DIOXANE-4,6-DIONES AND THEIR REACTIONS, Chemical and Pharmaceutical Bulletin, 42(6), 1994, pp. 1251-1257
Citations number
19
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
42
Issue
6
Year of publication
1994
Pages
1251 - 1257
Database
ISI
SICI code
0009-2363(1994)42:6<1251:SONAR.>2.0.ZU;2-I
Abstract
Synthesis of 5-isonitroso-1,3-dioxane-4,6-dione (2: isonitroso Meldrum 's acid) and related compounds and their reactions were described. Com pound (2) reacted with various alcohols to give hydroxyiminoacetic aci d esters in moderate yields. Compound 2 was acetylated in the usual ma nner to give 5-acetoxyimino-1,3-dioxane-4,6-dione (9) as a stable crys talline substance, which acted not as a heterodiene but as a heterodie nophile and underwent hetero Diels-Aider reaction with various dienes to form [4+2] adducts.