Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies

• Attila Palágyi,
• Jindřich Jindřich,
• Juraj Dian and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2022, 18, 1346–1354, doi:10.3762/bjoc.18.140

• aldehydes exhibit Henry law constant <1. The obtained formation constants are in good agreement with values obtained for aromatic or linear flavors [28]. Multiple headspace extraction experiments were performed to follow the release of the aldehydes. This technique was already successfully used to follow

A one-pot electrochemical synthesis of 2-aminothiazoles from active methylene ketones and thioureas mediated by NH₄I

• Shang-Feng Yang,
• Pei Li,
• Zi-Lin Fang,
• Sen Liang,
• Hong-Yu Tian,
• Bao-Guo Sun,
• Kun Xu and
• Cheng-Chu Zeng

Beilstein J. Org. Chem. 2022, 18, 1249–1255, doi:10.3762/bjoc.18.130

• pharmaceutical activities such as antimicrobial [2][3], antiviral [4], antitumor [5][6], anti-inflammatory [7][8] and so on. Moreover, as a type of important intermediates, thiazole is of prime importance in organic synthesis [9][10] which is used extensively in the preparation of flavors [11], polymers [12

Synthesis of odorants in flow and their applications in perfumery

• Merlin Kleoff,
• Paul Kiler and
• Philipp Heretsch

Beilstein J. Org. Chem. 2022, 18, 754–768, doi:10.3762/bjoc.18.76

• sustainable manufacturing [18]. Utilizing the virtue of flow chemistry, more and more methods for the preparation of odorants in flow are developed. Recently, Baxendale and co-workers reviewed techniques and apparatus tailored to the synthesis of flavors and fragrances [19]. In this review, we want to give an

• synthesized by International Flavors & Fragrances (IFF) in 2013 and found to have a “strong musky odor” with “highly desirable properties in the top and middle notes that were described as feminine, smooth, creamy, warm, and comfortable” [55]. Conclusion Flow chemistry has evolved as a valuable tool for

Icilio Guareschi and his amazing “1897 reaction”

• Gian Cesare Tron,
• Alberto Minassi,
• Giovanni Sorba,
• Mara Fausone and
• Giovanni Appendino

Beilstein J. Org. Chem. 2021, 17, 1335–1351, doi:10.3762/bjoc.17.93

• correct structure, ending two decades of controversies. Triacetonamine is an important chemical feedstock, used for drug synthesis and the production of flavors, and nowadays also has electronic applications. The Guareschi synthesis of triacetonamine was industrialized by Schering in connection with the

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

• Guido Gambacorta,
• James S. Sharley and
• Ian R. Baxendale

Beilstein J. Org. Chem. 2021, 17, 1181–1312, doi:10.3762/bjoc.17.90

• , myrcene (506) is used for the preparation of linalool (10), geraniol (343), nerol, and 4-(4-Hydroxy-4-methylpentyl)cyclohex-3-ene-1-carbaldehyde (lyral, International Flavors & Fragrance, IFF). The classification of fragrances to instil order and allow comparison of materials has always been a challenge

Beyond ribose and phosphate: Selected nucleic acid modifications for structure–function investigations and therapeutic applications

• Christopher Liczner,
• Kieran Duke,
• Gabrielle Juneau,
• Martin Egli and
• Christopher J. Wilds

Beilstein J. Org. Chem. 2021, 17, 908–931, doi:10.3762/bjoc.17.76

• oligonucleotides that have been explored for gene silencing. Keywords: antisense; chemically modified oligonucleotides; crystallography; siRNA; structure; Introduction The natural nucleic acids sugar-phosphate backbone comes in two flavors, 2'-deoxyribose in DNA and ribose in RNA. However, this relative

Plasma membrane imaging with a fluorescent benzothiadiazole derivative

• Pedro H. P. R. Carvalho,
• Jose R. Correa,
• Karen L. R. Paiva,
• Daniel F. S. Machado,
• Jackson D. Scholten and
• Brenno A. D. Neto

Beilstein J. Org. Chem. 2019, 15, 2644–2654, doi:10.3762/bjoc.15.257

• continuum model (PCM) in which the solute molecule is enclosed in a cavity embedded in a continuum dielectric medium. The optimized geometries of the ground state (S0) in the calculated solvents were then used for the single point TD-DFT calculation using density functionals of different flavors to assess

Adhesion, forces and the stability of interfaces

• Robin Guttmann,
• Johannes Hoja,
• Christoph Lechner,
• Reinhard J. Maurer and
• Alexander F. Sax

Beilstein J. Org. Chem. 2019, 15, 106–129, doi:10.3762/bjoc.15.12

• are also called polarization interactions, because both involve polarizations in at least one interacting molecule. An intricate aspect of WMI is that the four basic interactions may contribute with different weights; moreover, in each group, different “flavors” can be found due to the different

• their different flavors. Hydrogen bonding is a typical WMI. As such, it is composed of the abovementioned basic interactions, each having its own strength and range. Nevertheless, it is common practice in chemistry to speak about hydrogen bonding as if it was indeed a genuine basic interaction rather

Pd(OAc)₂/Ph₃P-catalyzed dimerization of isoprene and synthesis of monoterpenic heterocycles

• Dominik Kellner,
• Maximilian Weger,
• Andrea Gini and
• Olga García Mancheño

Beilstein J. Org. Chem. 2017, 13, 1807–1815, doi:10.3762/bjoc.13.175

• applications such as pesticides, odors or flavors (Scheme 1, reaction 3). Results and Discussion Dimerization of isoprene We focused our study on the use of commercially available palladium catalysts and inexpensive Ph3P as catalytic system under practical non-anhydrous and atmospheric or low-pressure

The effect of cyclodextrin complexation on the solubility and photostability of nerolidol as pure compound and as main constituent of cabreuva essential oil

• Joyce Azzi,
• Pierre-Edouard Danjou,
• David Landy,
• Steven Ruellan,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2017, 13, 835–844, doi:10.3762/bjoc.13.84

• their high potential to solubilize, stabilize and protect flavors and food ingredients [10][11][12][13]. CDs are non-toxic water-soluble cyclic oligosaccharides composed of six, seven or eight α-(1→4) glucopyranose units giving rise, respectively, to α-, β- and γ-CDs [14]. Their most notable

Isoxazole derivatives as new nitric oxide elicitors in plants

• Anca Oancea,
• Emilian Georgescu,
• Florentina Georgescu,
• Alina Nicolescu,
• Elena Iulia Oprita,
• Catalina Tudora,
• Lucian Vladulescu,
• Marius-Constantin Vladulescu,
• Florin Oancea and
• Calin Deleanu

Beilstein J. Org. Chem. 2017, 13, 659–664, doi:10.3762/bjoc.13.65

• scaffolds respectively, as well as their inductor effect on the generation of nitric oxide and reactive oxygen species in plant tissues. The benzo[1,3]dioxole framework is a constituent of some fragrances and flavors [44], and several bioactive compounds with a broad spectrum of applications [45][46][47][48

Diels–Alder reactions of myrcene using intensified continuous-flow reactors

• Christian H. Hornung,
• Miguel Á. Álvarez-Diéguez,
• Thomas M. Kohl and
• John Tsanaktsidis

Beilstein J. Org. Chem. 2017, 13, 120–126, doi:10.3762/bjoc.13.15

• thermal isomerization at temperatures between 400 and 600 °C. This was first described by Goldblatt and Palkin in 1947 [11]. Myrcene is a very versatile molecule that can act as the starting material for several valuable compounds. The industrial production of a series of top-selling flavors and

Spiro-fused carbohydrate oxazoline ligands: Synthesis and application as enantio-discrimination agents in asymmetric allylic alkylation

• Jochen Kraft,
• Martin Golkowski and
• Thomas Ziegler

Beilstein J. Org. Chem. 2016, 12, 166–171, doi:10.3762/bjoc.12.18

• building blocks for pharmaceuticals, agrochemicals or flavors. Carbohydrates are inexpensive and easy to obtain enantiomerically pure natural products and therefore, nearly ideal starting materials for ex-chiral pool syntheses. In addition, carbohydrates have significantly gained attention as ligands for

New palladium–oxazoline complexes: Synthesis and evaluation of the optical properties and the catalytic power during the oxidation of textile dyes

• Rym Hassani,
• Mahjoub Jabli,
• Yakdhane Kacem,
• Jérôme Marrot,
• Damien Prim and
• Béchir Ben Hassine

Beilstein J. Org. Chem. 2015, 11, 1175–1186, doi:10.3762/bjoc.11.132

• determined. Keywords: aminoalcohols; catalysis; dye decolorization; optical properties; oxazolines; palladium complexes; Introduction Palladium complexes have been used as starting materials to prepare polymers [1], agrochemicals [2], pharmaceuticals [3], flavors and fragrances [4]. They have also been

Synthesis and characterization of a new photoinduced switchable β-cyclodextrin dimer

• Florian Hamon,
• Claire Blaszkiewicz,
• Marie Buchotte,
• Estelle Banaszak-Léonard,
• Hervé Bricout,
• Sébastien Tilloy,
• Eric Monflier,
• Christine Cézard,
• Laurent Bouteiller,
• Christophe Len and
• Florence Djedaini-Pilard

Beilstein J. Org. Chem. 2014, 10, 2874–2885, doi:10.3762/bjoc.10.304

• industry, CDs enable the fixation or retention of volatile flavors, as well as the removal of undesirable flavors from food [7][8]. In comparison with CD monomers, bridged bis-cyclodextrins can improve the original binding ability of native CDs through the cooperative binding of both cavities located close

Elucidation of the regio- and chemoselectivity of enzymatic allylic oxidations with Pleurotus sapidus – conversion of selected spirocyclic terpenoids and computational analysis

• Verena Weidmann,
• Mathias Schaffrath,
• Holger Zorn,
• Julia Rehbein and
• Wolfgang Maison

Beilstein J. Org. Chem. 2013, 9, 2233–2241, doi:10.3762/bjoc.9.262

• developed. The oxidations follow a radical mechanism and the regioselectivity of the reaction is mainly determined by bond-dissociation energies of the available allylic CH-bonds and steric accessibility of the oxidation site. Keywords: allylic oxidation; CH-activation; chiral separation; enones; flavors

• allylic CH-bonds. For β-ionone, for example, we have previously observed epoxidation to be the major oxidation pathway. It should be noted, that all three compounds 24, 26a and 26b are new derivatives of vitispirane 24 with potentially interesting properties as flavors. The relative stereochemistry of 26a

Superstructures with cyclodextrins: Chemistry and applications

• Helmut Ritter

Beilstein J. Org. Chem. 2012, 8, 1303–1304, doi:10.3762/bjoc.8.148

• not toxic to humans. Various applications of CDs can be found, e.g. the binding of odors and flavors. Even drugs can be complexed and set free after a while by CDs. This enables the transfer of hydrophobic substances into aqueous media, which is of great interest in pharmaceutical chemistry. For