100295-52-1Relevant academic research and scientific papers
Three new oxygenated cadinanes from Baccharis species
Queiroga, Carmen L.,Ferracini, Vera L.,Marsaioli
, p. 1097 - 1103 (1996)
Synthesis of several (±)-[4S-(4β,4αβ,8aα)]-1,6-dimethyl-4- ([methylethyl])-1,2,3,4,5,8,8a-octahydro-1-naphthalenol derivatives (cadinanol derivatives) provided the necessary evidence for the identification of three novel cadinane derivatives [(±)-1S-(1β, 4β, 4aβ, 8aα)]-1,6-dimethyl-4-(1-methylethyl)-1,2,3,4,4a,5,8,8a-octahydro-1- naphthalenol 11a, (±)-[1S-(1β, 4β, 4aβ, 4aβ, 6α, 7α, 8aα)]-6,7- epoxide-1,6-dimethyl-4-(1-methyl-ethyl)-1,2,3,4,4a,5,6,7,8,8a-decahydro-1- naphthalenol 14 and (±)-[1S-(1β,4β,4aβ,6β,8aα)]-1,6-dimethyl-4-(1- methyletyl-1,2,3,4,4a,5,6,7,8,8a-decahydro-1,6-naphthalenediol 15] detected, in the essential oils of, B. platipoda. Compound 14 was also detected in B. tridentata. The synthetic compounds were characterized by one and two dimensional 1H and 13C NMR. The identification was obtained by coinjection of the oils with the synthetic standards and fragmentation pattern comparison.
Reinvestigation on the optical purities of optically active trimethylsilyl enol ethers of 4-substituted cyclohexanones
Aoki,Nakajima,Tomioka,Koga
, p. 994 - 996 (1993)
Maximum rotations of (R)-4-tert-butyl-, (R)-4-phenyl-(R)-4-isopropyl-, and (R)-4-methyl-1-trimethylsilyloxycyclohexenes ((R)-3a, (R)-3b, (R)-3c, and (R)-3d) were determined to be [α]36525 + 237° (benzene), [α]36525 + 146° (benzene), [α]36525 + 228° (benzene), and [α]36525 + 238° (benzene), respectively.
Total syntheses of (+)-adunctins C and D: Assignment of their absolute configurations
Luo, Gan,Peng, Yu,Wang, Ya-Wen,Xiao, Jian,Zhao, Jun
supporting information, p. 9840 - 9843 (2021/12/07)
The first total synthesis of (+)-adunctin C (ent-1) and (+)-adunctin D (2), two monoterpene-substitued dihydrochalcones isolated from Piper aduncum (Piperaceae), was achieved. A regioselective oxidative [3 + 2] cycloaddition of acylphloroglucinol with (-)-β-phellandrene was developed to construct their unique spirobenzofuran skeleton. The absolute configurations of natural adunctins 1 and 2 were thus assigned through these endeavors. This journal is
FUSED RING COMPOUNDS
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Paragraph 0753, (2020/03/05)
Provided are fused ring compounds of Formula (I), Formula (II), or Formula (III), as further detailed herein, which are used for the inhibition of Ras proteins, as well as compositions comprising these compounds and methods treatment by their administration.
Synthetic method of stealthy ketone (by machine translation)
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Paragraph 0019; 0032-0046, (2019/12/31)
The method disclosed by the invention is characterized in that the, method for synthesizing: the octrexone by the step of reacting synthetic enamine with tetrahydropyrrole and isovaleraldehyde; under 2 - 6h a basic condition of water to 2 - obtain a latent ketone crude; product comprises the following 2 - steps of: refluxing under, the alkaline condition, of water; and, distilling off the solvent, under reduced pressure, to obtain a latent ketone crude product . (by machine translation)
PINENE-DERIVED DIISOCYANATES
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Paragraph 0010, (2019/04/25)
A pinene-derived diisocyanate compound, a process for forming a pinene-derived diisocyanate compound, and an article of manufacture containing a polyurethane polymer are disclosed. The process for forming the pinene-derived diisocyanate compound includes oxidizing the pinene to form a pinene-derived ketone compound, converting the pinene-derived ketone compound to a diamine compound in subsequent reaction steps, and reacting the diamine compound with phosgene to form the pinene-derived diisocyanate compound. The polyurethane polymer is synthesized in a reaction between a pinene-derived diisocyanate compound and a polyol.
Antimalarial Properties of Simplified Kalihinol Analogues
Daub, Mary Elisabeth,Prudhomme, Jacques,Ben Mamoun, Choukri,Le Roch, Karine G.,Vanderwal, Christopher D.
supporting information, p. 355 - 360 (2017/03/17)
Several kalihinol natural products, members of the broader isocyanoterpene family of antimalarial agents, are potent inhibitors of Plasmodium falciparum, the agent of the most severe form of human malaria. Our previous total synthesis of kalihinol B provided a blueprint to generate many analogues within this family, some as complex as the natural product and some much simplified and easier to access. Each analogue was tested for blood-stage antimalarial activity using both drug-sensitive and -resistant P. falciparum strains. Many considerably simpler analogues of the kalihinols retained potent activity, as did a compound with a different decalin scaffold made in only three steps from sclareolide. Finally, one representative compound showed reasonable stability toward microsomal metabolism, suggesting that the isonitrile functional group that is critical for activity is not an inherent liability in these compounds.
Synthesis of (-)-Piperitylmagnolol Featuring ortho-Selective Deiodination and Pd-Catalyzed Allylation
Ikoma, Atsushi,Ogawa, Narihito,Kondo, Daiki,Kawada, Hiroki,Kobayashi, Yuichi
, p. 2074 - 2077 (2016/06/01)
A 1,4-addition strategy using an enone and a copper reagent was studied for the synthesis of (-)-piperitylmagnolol. A MOM-protected biphenol copper reagent was added to BF3·OEt2-activated 4-isopropylcyclohexenone, whereas 1,4-addition of protected monophenol reagents possessing an allyl group was found to be unsuccessful. The allyl group was later attached to the p-,p′-diiodo-biphenol ring by Pd-catalyzed coupling with allylborate. The aforementioned iodide was synthesized using a new method for ortho-selective deiodination of o-,p-diiodophenols.
Synthesis of α,β-unsaturated carbonyl compounds via a visible-light-promoted organocatalytic aerobic oxidation
Zhang, Junlin,Wang, Leming,Liu, Qi,Yang, Zhen,Huang, Yong
, p. 11662 - 11664 (2013/12/04)
α,β-Unsaturated ketones and aldehydes have been synthesized from their corresponding silyl enol ethers in a straightforward protocol involving a visible-light promoted organocatalytic, aerobic oxidation reaction. A cheap organic dye was used catalytically in these reactions as the photosensitizer.
Enantioselective biomimetic total syntheses of katsumadain and katsumadain C
Zhang, Pengtao,Wang, Yongguang,Bao, Ruiyang,Luo, Tuoping,Yang, Zhen,Tang, Yefeng
, p. 162 - 165 (2012/03/08)
Enantioselective total syntheses of katsumadain and katsumadain C were achieved concisely through a biomimetic approach. Assembly of styryl-2-pyranone (3) and monoterpene 6 via acid-promoted regio- and stereoselective C-C bond formation afforded katsumada
