RT journal article
T1 Practical First Total Synthesis of the Potent Phytotoxic (±)-Naphthotectone, Isolated from Tectona grandis
A1 Guerrero-Vásquez, Guillermo A.
A1 Kleber Z. Andrade, Carlos
A1 González Molinillo, José María
A1 Macías Domínguez, Francisco Antonio
A2 Química Orgánica
K1 total synthesis
K1 natural products
K1 napthoquinones
K1 electrochemistry
K1 epoxidation
K1 green chemistry
AB Naphthotectone is a quinone isolated recently from teak extracts of Tectona grandis. It has been shown to be one of the most abundant compounds and the most active compound isolated form teak. Thus, it has been proposed thatnaphthotectone is one of the compounds responsible for the allelophathic activity of this plant. An efficient total synthesis of (±) -naphthotectone was achieved in seven steps and 31% overall yield. The best results were obtained by using an aqueous Wittig reaction as a key step. Other reactions used were the formation of an epoxide ring by the Corey– Chaykovsky method, and an innovative one-pot anodic electrooxidation and demethylation.
PB European Journal of Organic Chemistry
YR 2013
FD 2013-08
LK http://hdl.handle.net/10498/20299
UL http://hdl.handle.net/10498/20299
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 12-nov-2026