Reaction modes of oxidative dimerization of epoxycyclohexenols

Autor: Hiroyuki Osada, Mitsuru Shoji, Yusuke Kodera, Satoshi Kishida, Isamu Shiina, Hideaki Kakeya, Yujiro Hayashi
Rok vydání: 2003
Předmět:
Zdroj: Tetrahedron Letters. 44:7205-7207
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)01781-7
Popis: Of the 16 possible modes of the oxidation-6π-electrocylization-Diels–Alder reaction cascade for an epoxyquinone, and eight for a 2-alkenyl-3-hydroxymethyl-2-cyclohexen-1-one, only the endo - anti (epoxide) -anti (Me)-hetero and endo - anti (Me)-hetero are respectively observed, while both the endo - anti (epoxide) -anti (Me)-hetero and exo - anti (epoxide) -anti (Me)-homo reaction modes occur with epoxy-4-hydroxycyclohexenones owing to a hydrogen-bonding interaction.
Databáze: OpenAIRE