122091-54-7Relevant academic research and scientific papers
Asymmetric synthesis of (R)-ar-curcumene, (R)-4,7-dimethyl-l-tetralone, and their enantiomers via cobalt-catalyzed asymmetric Kumada cross-coupling
Wu, Lin,Zhong, Jiang-Chun,Liu, Shi-Kuo,Liu, Fei-Peng,Gao, Zi-Dong,Wang, Min,Bian, Qing-Hua
, p. 78 - 83 (2016)
An efficient and concise asymmetric synthesis of (R)-(+)-ar-curcumene, (R)-4,7-dimethyl-l-tetralone, and their enantiomers was accomplished. The key step to construct the stereogenic benzylmethyl centers of these natural products is the cobalt-catalyzed a
Stereoselective Oxidative Rearrangement of Disubstituted Unactivated Alkenes Using Hypervalent Iodine(III) Reagent
Pandey, Chandra Bhan,Azaz, Tazeen,Verma, Ram Subhawan,Mishra, Monika,Jat, Jawahar L.,Tiwari, Bhoopendra
, p. 10175 - 10181 (2020)
The stereoselective oxidative rearrangement of disubstituted unactivated olefins has been achieved using a hypervalent iodine(III) reagent. The aryl group undergoes 1,2-migration to give tert-α-arylated aldehydes (as acetals). The preparation of these aldehydes/acetals, especially containing a tert-benzylic stereocenter, has remained challenging. This migration-based method provides a complementary approach over the known α-substitution-based methods for accessing this class of molecules.
Aromatic monoterpenoid glycosides from rattan stems of Schisandra chinensis and their neuroprotective activities
Liu, Yan,Guo, Jiang-Tao,Wang, Zhi-Bin,Li, Zu-Yi,Zheng, Gui-Xue,Xia, Yong-Gang,Yang, Bing-You,Kuang, Hai-Xue
, p. 108 - 112 (2019)
Six new monoterpenoid glycosides, including thymoquinol 5-O-α-L-arabinopyranosyl-(1 → 6)-β-D-glucopyranoside (1), cuminic acid 7-O-α-D-arabinofuranosyl-(1 → 6)-β-D-glucopyranosyl ester (2), p-cymene 7-O-α-D-arabinofuranosyl-(1 → 6)-β-D-glucopyranoside (3)
Highly Enantioselective Catalytic Kinetic Resolution of α-Branched Aldehydes through Formal Cycloaddition with Homophthalic Anhydrides
Farid, Umar,Aiello, Maria Luisa,Connon, Stephen J.
, p. 10074 - 10079 (2019/07/18)
A new catalytic methodology was developed to promote an efficient one-pot kinetic resolution of racemic aldehydes with selectivity (s*) of up to 91 (99:1 d.r., >99 % ee) in a cycloaddition reaction with enolizable anhydrides to afford dihydroisocoumarin products (a core prevalent in natural products and molecules of medicinal interest) containing three contiguous stereocentres.
Synthesis and odor properties of Phantolide analogues
Kawasaki, Masashi,Kuroyanagi, Saki,Ito, Takuya,Morita, Hiroyuki,Tanaka, Yasuo,Toyooka, Naoki
, p. 2089 - 2099 (2017/03/17)
Phantolide analogues 1a–1d were newly synthesized to evaluate their odor profiles. The enantiomers of 1a and 1b were also synthesized. Both (S) enantiomers of 1a and 1b had musk odor although weakly, and but neither of the (R) enantiomers 1a and 1b had mu
A asymmetric catalytic synthesis (S)- aryl curcumene method
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Paragraph 0011; 0030; 0031; 0032, (2017/08/25)
The invention discloses a method for asymmetrically catalyzing and synthesizing (S)-curcumene. According to the method, racemization 2-halogenated propionate ester serves as a starting material, under the catalysis of bis oxazoline/ cobalt, an asymmetrica
Catalytic asymmetric hydrogenation using a [2.2]paracyclophane based chiral 1,2,3-triazol-5-ylidene-Pd complex under ambient conditions and 1 atmosphere of H2
Dasgupta, Ayan,Ramkumar, Venkatachalam,Sankararaman, Sethuraman
, p. 21558 - 21561 (2015/03/30)
Chiral 1,2,3-triazol-5-ylidene-Pd complexes with the planar chiral [2.2]paracyclophane wing tip group have been synthesized and structurally characterized. The complex with a labile acetonitrile co-ligand is an excellent catalyst for chemoselective hydrogenation of alkynes and alkenes and enantioselective hydrogenation of prochiral alkenes at ambient conditions and 1.0 atmosphere of H2.
Easily accessible TADDOL-derived bisphosphonite ligands: Synthesis and application in the asymmetric hydroformylation of vinylarenes
Allmendinger, Simon,Kinuta, Hirotaka,Breit, Bernhard
supporting information, p. 41 - 45 (2015/03/03)
The synthesis of chiral bidentate bisphosphonite ligands based on the TADDOL motif from readily available starting materials has been developed. Taking advantage of the modular nature of the building blocks, a diverse ligand library has been prepared. Their catalytic potential has been evaluated in the asymmetric hydroformylation of styrene and derivatives. These catalysts showed high activity and provided the aldehydes in high enantiomeric purity.
Asymmetric rearrangement of racemic epoxides catalyzed by chiral Br?nsted acids
Zhuang, Minyang,Du, Haifeng
supporting information, p. 1460 - 1462 (2013/05/08)
This paper describes a chiral Br?nsted acid catalyzed asymmetric 1,2-rearrangement of racemic epoxides via a hydrogen-shift process for the synthesis of chiral aldehydes, and, followed by a reduction, a variety of optically active alcohols can be furnished in moderate yields with up to 50% ee. Especially, a facile one-pot synthesis of chiral alcohols directly from simple alkenes by a sequential epoxidation, rearrangement, and reduction has also been realized.
Enantioselective synthesis of the essential oil and pheromonal component ar-himachalene by a chiral pool and chirality induction approach
Chavan, Subhash P.,Khatod, Harshali S.
, p. 1410 - 1415,6 (2020/09/16)
The enantioselective synthesis of both isomers of ar-himachalene has been achieved starting from enantiomerically pure citronellal and p-methyl α-methyl styrene as an application of a chiral pool and chirality induction approach, respectively. The key reactions involved in the synthesis include the Sharpless asymmetric dihydroxylation for the induction of chirality at benzylic carbon bearing the methyl group and the use of a hypervalent iodine reagent or trimethylsilyldiazomethane (TMSCHN2) for the six to seven membered ring expansion.
