A concise synthesis of the 1,6-disubstituted eudesmane sesquiterpene carbon skeleton

Abstract

Descrevemos uma síntese do esqueleto carbônico dos sesquiterpenos do grupo eudesmano substituído nos carbonos 1 e 6, que se baseia na versão multicomponente da reação de Diels-Alder.We report a synthesis of the 1,6-disubstituted eudesmane sesquiterpene carbon skeleton, based upon a multicomponent Diels-Alder reaction.

Aerobic Water–based Oxidation of 2,3,6‐Trimethylphenol to Trimethyl‐1,4‐benzoquinone over Copper(II) Nitrate Catalyst

“…It is known that the oxidation of TMP to TMQ over copper(II) chloride usually involve free radical pathway, and some accepted mechanism for the radical oxidation of phenols to benzoquinones has been reported in the past research . When a free radical scavenger, 2,6‐di‐tert‐butyl‐4‐methylphenol, was added into our system, almost no products were found in the reactions.…”

(±)-(4aR,5R,8S,8aR)-8-(tert-Butyldimethylsilyloxy)-2,5,8a-trimethyl-4a,5,8,8a-tetrahydronaphthalene-1,4-dione

“…For a general description of the synthesis of higher terpenoids using the Diels-Alder reaction, see: Brocksom et al (2001). For the synthesis of a similar compound containing an N atom in place of the O atom, see: Vieira et al (2007). For the synthesis, see: Finelli (2004).…”

“…It was in this context that the title compound, (I), was investigated (Finelli, 2004). The synthesis of a similar compound, via a multi-component reaction, containing a nitrogen atom in place of the oxygen atom has been published (Vieira et al 2007). Herein, the crystal structure determination of (I) is described.…”