61621-47-4Relevant articles and documents
TETRAHYDRONAPHTHALENE DERIVATIVES USEFUL AS NRF2 ACTIVATORS
-
Page/Page column 113, (2019/06/11)
Provided are compounds of Formula I, or pharmaceutically acceptable salts thereof, and methods for their use as Nrf2 activators and for their production.
Aluminum Chloride-Mediated Dieckmann Cyclization for the Synthesis of Cyclic 2-Alkyl-1,3-alkanediones: One-Step Synthesis of the Chiloglottones
Armaly, Ahlam M.,Bar, Sukanta,Schindler, Corinna S.
supporting information, p. 3958 - 3961 (2017/08/15)
Cyclic 2-alkyl-1,3-alkanediones are ubiquitous structural motifs in many natural products of biological importance. Reported herein is an AlCl3·MeNO2-mediated Dieckmann cyclization reaction of general synthetic utility that enables direct access to complex 2-alkyl-1,3-dione building blocks from readily available dicarboxylic acid and acid chloride substrates. This new strategy enables direct synthetic access to the chiloglottone plant pheromones from commercial material in a single synthetic transformation.
Catalytic decarboxylative alkenylation of enolates
Schroeder, Sybrin P.,Taylor, Nicholas J.,Jackson, Paula,Franckevicius, Vilius
supporting information, p. 3778 - 3781 (2013/08/23)
A palladium-catalyzed decarboxylative alkenylation of stabilized enolates has been developed, which gives rise to alkenylated dicarbonyl products from enol carbonates regioselectively with concomitant installation of a quaternary all-carbon center. The broad scope of the reaction has been demonstrated by successfully utilizing a range of enolates and external phenol nucleophiles.
Synthesis of chiloglottones - Semiochemicals from sexually deceptive orchids and their pollinators
Poldy, Jacqueline,Peakall, Rod,Barrow, Russell Allan
supporting information; experimental part, p. 4296 - 4300 (2009/12/06)
A five-step synthesis of monoalkyl- and 2,5-dialkyl-1,3-cyclohexanediones (1) is described via a sequence involving sequential Birch reductions and alkylations from the readily accessible and inexpensive starting material, 3,5-dimethoxybenzoic acid. Two approaches were considered in which alkylation at C-2 occurs either prior or subsequent to the proposed reduction. The successful route, in which Birch reduction of a 3-alkyl resorcinol derivative (3) precedes alkylation was applied in the synthesis of chiloglottone 1 (1dc), in 58% overall yield. Chiloglottone 1 is a member of a new class of natural products, representing a known sex pheromone of the thynnine wasp Neozeleboria cryptoides and pollinator attractant in the Australian sexually deceptive orchid genus Chiloglottis. The synthetic homologues were assessed for their biological activity via electroantennographic detection.
Intramolecular Additions of Allylsilanes to Conjugated Dienones. The Synthesis of Three Perforanes
Majetich, George,Defauw, Jean,Ringold, Clay
, p. 50 - 68 (2007/10/02)
Intramolecular addition of allylsilanes to 3-vinylcycloalkenones provides a powerful means of constructing functionalized 5-5, 5-7, 6-5, and 6-7 bicyclic ring systems.Our results reveal a divergence in reactivity, dependent on reaction catalyst and substr
Studies on the Synthesis of Substituted Phenanthrenoids
Leed, Andrew R.,Boettger, Susan D.,Ganem, Bruce
, p. 1098 - 1106 (2007/10/02)
Highly regioselective reactions for the construction of polysubstituted benzenes 18, 19, 20, 22, 24, and 44-47 are described, including some remarkable site-selective halogenations.These have been employed in the synthesis of halo-, nitro-, amino-, and urethane-substituted stilbenes 37, 38, and 51-56.Ideas for thermal as well as photochemical cyclizations are presented and explored.Stilbene 54 led to the formation of phenanthrenes 57, 58, and 62; likewise 55 furnished two new tricyclics, 60 and 61, whereas irradiation of 52 in tert-butylalcohol captured solvent to produce phenanthrenes 63 and 64.Strategies for the total synthesis of juncusol (1), a cytotoxic phytoalexin, are considered.