Regiospecific synthesis of arenofurans via cascade reactions of arenols with Morita–Baylis–Hillman acetates of nitroalkenes and total synthesis of isoparvifuran

Kumar, Tarun ; Mobin, Shaikh M. ; Namboothiri, Irishi N.N. (2013) Regiospecific synthesis of arenofurans via cascade reactions of arenols with Morita–Baylis–Hillman acetates of nitroalkenes and total synthesis of isoparvifuran Tetrahedron, 69 (24). pp. 4964-4972. ISSN 0040-4020

Full text not available from this repository.

Official URL: http://doi.org/10.1016/j.tet.2013.04.023

Related URL: http://dx.doi.org/10.1016/j.tet.2013.04.023

Abstract

A cascade process involving an SN2′ reaction and an intramolecular oxa-Michael addition has been developed by treating Morita-Baylis-Hillman acetates of nitroalkenes with arenols, such as β-naphthols, α-naphthols, and substituted phenols under basic conditions. The products, arenofurans, are formed as single regioisomers in good to excellent yield in most cases. The methodology has been successfully employed for the total synthesis of an anti fungal agent isoparvifuran.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:121557
Deposited On:19 Jul 2021 08:51
Last Modified:19 Jul 2021 08:51

Repository Staff Only: item control page