55732-67-7Relevant academic research and scientific papers
A short synthesis of bisabolane sesquiterpenes
Du, Zhen-Ting,Zheng, Shuai,Chen, Gang,Lv, Dong
experimental part, p. 8053 - 8061 (2011/11/05)
A facile total synthesis of three members of the bisabolane sesquiterpene family, namely (±)-curcumene, (±)-xanthorrhizol and (±)-curcuhydroquinone had been achieved in high overall yield. The synthesis used bromobenzene derivatives as starting materials.
Phosphine-catalyzed reductions of alkyl silyl peroxides by titanium hydride reducing agents: Development of the method and mechanistic investigations
Harris, Jason R.,Haynes, M. Taylor,Thomas, Andrew M.,Woerpel
supporting information; experimental part, p. 5083 - 5091 (2010/10/19)
(Figure presented) A method that allows for the reduction of protected hydroperoxides by employing catalytic amounts of phosphine is presented. The combination of a titanium(IV) alkoxide and a siloxane allowed for the chemoselective reduction of phosphine oxides in the presence of alkyl silyl peroxides. Subsequent reduction of the peroxide moiety by phosphine provided the corresponding silylated alcohols in useful yields. Mechanistic experiments, including crossover experiments, support a mechanism in which the peroxide group was reduced and the silyl group was transferred in a concerted step. Labeling studies with 17O-labeled peroxides demonstrate that the oxygen atom adjacent to the silicon atom is removed from the silyl peroxide.
Palladium(II)-catalyzed cyclization of unsaturated hydroperoxides for the synthesis of 1,2-dioxanes
Harris, Jason R.,Waetzig, Shelli R.,Woerpel
supporting information; experimental part, p. 3290 - 3293 (2009/12/05)
The cyclization of γ, δ-unsaturated tertiary hydroperoxides in the presence of a palladium(II) catalyst afforded 1,2-dioxanes resembling biologically active natural products. A variety of substrates were screened, and synthetic manipulations were accomplished to construct compounds with structural similarity to antimalarial targets.
Concise synthesis of yingzhaosu C and epi-yingzhaosu C by peroxyl radical cyclization. Assignment of relative configuration
Boukouvalas, John,Pouliot, Roxane,Frechette, Yvon
, p. 4167 - 4170 (2007/10/02)
The antimalarial peroxide yingzhaosu C and its diastereoisomer (epi-yingzhaosu C) have been synthesized by means of tandem peroxyl radical cyclization-oxygen entrapment. The relative configuration of yingzhaosu C is assigned as cis (3) on account of NMR d
A New Synthesis of (+/-)-Calamenene
Vig, O. P.,Verma, N. K.,Sharma, M. L.
, p. 992 - 993 (2007/10/02)
Grignard reaction of p-tolylmagnesium bromide on 6-methylhept-5-en-2-one (II) yields 2-(p-tolyl)-hept-5-en-2-ol (III), which on hydrogenolysis with 10percent Pd/C in absolute ethanol furnishes the hydrocarbon (IV) in high yield.Hydroboration of IV, follow
