13038-21-6Relevant academic research and scientific papers
Synthesis of polyacetylenic montiporic acids A and B
Stefani, Helio A.,Costa, Iguatemi M.,Zeni, Gilson
, p. 9215 - 9217 (1999)
The synthesis of two polyacetylenic acids, montiporic A and B is reported.
Cerium(IV) Carboxylate Photocatalyst for Catalytic Radical Formation from Carboxylic Acids: Decarboxylative Oxygenation of Aliphatic Carboxylic Acids and Lactonization of Aromatic Carboxylic Acids
Hirosawa, Keishi,Mashima, Kazushi,Satoh, Tetsuya,Shinohara, Koichi,Shirase, Satoru,Tamaki, Sota,Tsurugi, Hayato
supporting information, (2020/03/25)
We found that in situ generated cerium(IV) carboxylate generated by mixing the precursor Ce(OtBu)4 with the corresponding carboxylic acids served as efficient photocatalysts for the direct formation of carboxyl radicals from carboxylic acids under blue light-emitting diodes (blue LEDs) irradiation and air, resulting in catalytic decarboxylative oxygenation of aliphatic carboxylic acids to give C-O bond-forming products such as aldehydes and ketones. Control experiments revealed that hexanuclear Ce(IV) carboxylate clusters initially formed in the reaction mixture and the ligand-to-metal charge transfer nature of the Ce(IV) carboxylate clusters was responsible for the high catalytic performance to transform the carboxylate ligands to the carboxyl radical. In addition, the Ce(IV) carboxylate cluster catalyzed direct lactonization of 2-isopropylbenzoic acid to produce the corresponding peroxy lactone and ?3-lactone via intramolecular 1,5-hydrogen atom transfer (1,5-HAT).
SYNTHESIS OF PHEROMONES AND RELATED MATERIALS VIA OLEFIN METATHESIS
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Paragraph 0230; 0258, (2018/09/12)
Methods for preparation of olefins, including 8- and 11-unsaturated monoenes and polyenes, via transition metathesis-based synthetic routes are described. Metathesis reactions in the methods are catalyzed by transition metal catalysts including tungsten-, molybdenum-, and ruthenium-based catalysts. The olefins include insect pheromones useful in a number of agricultural applications.
1-Naphthylmethyl and 1-naphthylmethoxymethyl protecting groups: New members of the benzyl- and benzyloxymethyl-type family
Sato, Takuya,Joh, Yohei,Oishi, Tohru,Torikai, Kohei
supporting information, p. 2178 - 2181 (2017/05/16)
1-Naphthylmethyl (NAPI) and 1-naphthylmethoxymethyl (NAPOMI) protecting groups were developed as new members of the benzyl- and benzyloxymethyl-type family. NAPI and NAPOMI can be introduced under conventional conditions, such as NAPIBr/NaH/room temperature (rt), or NAPOMICl/i-Pr2EtN/rt. They can also be removed under conventional conditions, e.g., by dichlorodicyanobenzoquinone (DDQ)- or ceric ammonium nitrate (CAN)-mediated oxidation, or by hydrogenolysis. The specific advantages of these new protecting groups are: i) a less costly synthesis of NAPOMICl compared to NAPOMIICl, ii) the possibility to remove NAPOMII selectively in the presence of NAPOMI by DDQ-mediated oxidation, and iii) the compatibility with strong acids even in the presence of hard nucleophiles.
PROCESS AND INTERMEDIADES FOR THE PREPARATION OF 7-ALKYLATED STEROIDS
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Page/Page column 51, (2015/12/17)
A process for preparing compounds of formula (I), or a salt, solvate or stereoisomer thereof, including Fulvestrant, which process comprises free radical to a compound of formula (III), or a salt, solvate or stereoisomer thereof. The invention also refers to intermediates of said process.
Stereoselective total synthesis of crucigasterins A, B and D through a common intermediate
Kumar, Jayprakash Narayan,Das, Biswanath
, p. 3865 - 3867 (2013/07/19)
The first stereoselective total synthesis of the marine-derived antimicrobial amino-alcohols, crucigasterins A, B and D has been accomplished through a common intermediate starting from pent-3-en-1-ol. The method involves the Sharpless asymmetric aminohyd
Vapor-phase catalytic dehydration of terminal diols
Abe, Katsutoshi,Ohishi, Yusuke,Okada, Takuto,Yamada, Yasuhiro,Sato, Satoshi
experimental part, p. 419 - 424 (2012/02/03)
Vapor-phase catalytic reactions of several terminal diols were investigated over several rare earth oxides, such as Sc2O3, Y 2O3, CeO2, Yb2O3, and Lu2O3. Sc2O3 showed selective catalytic activity in the dehydration of terminal diols with long carbon chain, such as 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, and 1,12-dodecanediol, to produce the corresponding unsaturated alcohols. In the dehydration of 1,6-hexanediol, 5-hexen-1-ol was produced with selectivity over 60 mol%, together with by-products such as ε-caprolactone and oxacycloheptane. In the dehydration of 1,10-decanediol, 9-decen-1-ol was produced with selectivity higher than 70 mol%. In addition to Sc 2O3, heavy rare earth oxides such as Lu2O 3 as well as monoclinic ZrO2 showed moderate selectivity in the dehydration of the terminal diols.
Microwave-assisted cross-metathesis of unsaturated thiocyanates: Application to the synthesis of thiocyanatins A and B and analogues
Cros, Fanny,Pelotier, Beatrice,Piva, Olivier
experimental part, p. 233 - 238 (2010/03/05)
The syntheses of thiocyanatin B and related dithiocyanates have been carried out by cross metathesis of unsaturated thiocyanates promoted by a ruthenium catalyst. The efficiency of the reaction depends strongly on the nature of the catalyst, the length of
Construction of carbo- And heterocycles using radical relay cyclizations initiated by alkoxy radicals
Zhu, Hai,Wickenden, Jason G.,Campbell, Natalie E.,Leung, Joe C. T.,Johnson, Kayli M.,Sammis, Glenn M.
scheme or table, p. 2019 - 2022 (2009/09/08)
An efficient method for the rapid construction of carbo- and heterocycles has been developed using radical relay cyclizations initiated by alkoxy radicals. Linear substrates were cyclized to form a wide range of cyclopentane, pyrrolidine, tetrahydropyran, and tetrahydrofuran derivatives in excellent yields. This methodology was utilized as a key step in the synthesis of the tetrahydrofuran fragment in (-)-amphidino-lide K.
Synthesis of C3-C9-alkenyl 2,3-unsaturated glucosides from glucose and some alkenols
Konstantinovic,Predojevic,Gojkovic,Ratkovic,Dimitrijevic,Mojsilovic
, p. 802 - 805 (2007/10/03)
C3-C9-Alkenyl 2,3-unsaturated glucosides have been synthesized from glucose and C3-C9-alkenols by using Ferrier reaction with boron trifluoride etherate (BF3·Et2O) as Lewis acid catalyst in key step.
