28255-09-6Relevant academic research and scientific papers
Thionyl-chloride-pyridine-mediated rearrangement of tertiary alcohols
Banerjee, Ajoy K.,Vera, William
, p. 87 - 90 (1995)
Tertiary alcohols 5 and 8 undergo rearrangement on treatment with thionyl chloride and pyridine, yielding octahydronaphthalenes 6 and 9, respectively.Alcohol 12 under similar treatment affords a mixture of tetrahydronaphthalene 14 and diene 15, whereas alcohol 22 suffers no rearrangement but produces olefin 23.
OPSIN-BINDING LIGANDS, COMPOSITIONS AND METHODS OF USE
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Page/Page column 81, (2013/05/09)
Compounds are disclosed that are useful for treating ophthalmic conditions caused by or related to production of toxic visual cycle products that accumulate in the eye, such as dry adult macular degeneration, as well as conditions caused by or related to the misfolding of mutant opsin proteins and/or the mis-localization of opsin proteins. Compositions of these compounds alone or in combination with other therapeutic agents are also described, along with therapeutic methods of using such compounds and/or compositions. Methods of synthesizing such agents are also disclosed.
Evaluating β-amino acids as enantioselective organocatalysts of the Hajos-Parrish-Eder-Sauer-Wiechert reaction
Davies, Stephen G.,Russell, Angela J.,Sheppard, Ruth L.,Smith, Andrew D.,Thomson, James E.
, p. 3190 - 3200 (2008/03/14)
A systematic study of the effect of substitution within the β-amino acid framework indicates that both β2- and β3- amino acids catalyse the Hajos-Parrish-Eder-Sauer-Wiechert reaction with poor to reasonable levels of enantioselectivity. These results led to the evaluation of the conformationally constrained β-amino acid (1R,2S)-cispentacin, which catalyses the Hajos-Parrish-Eder-Sauer-Wiechert reaction with comparable or higher levels of enantioselectivity to l-proline. The Royal Society of Chemistry.
Additive and Medium Effects on Lewis Acid-Promoted Cationic ?-Cyclizations of Alkenyl- and Alkynylcyclopentane-1,3-diones
Balog, Aaron,Geib, Steven J.,Curran, Dennis, P.
, p. 345 - 352 (2007/10/02)
The effects of nucleophilic additives and Bronsted acids, and solvents on BF3*Et2O-promoted cationic ?-cyclizations of alkynyl- and alkenylcyclopentane-1,3-diones are reported.The rates and selectivities of alkynyl dione cyclizations were significantly ef
STUDIES TOWARDS THE TOTAL SYNTHESIS OF MEXICANOLIDE. STEREOSELECTIVE CONSTRUCTION OF THE CD RING SEGMENT FOR A CONVERGENT APPROACH
Liu, Hsing-Jang,Dieck-Abularach, Teofilo
, p. 245 - 249 (2007/10/02)
The CD ring segment 18 required for a convergent approach towards the total synthesis of the limonoid mexicanolide (3) has been prepared in a highly stereoselective manner.
Acid-catalysed Cyclization of 2-(3-Methylbut-2-ene)-, 2-(3-Oxobutyl)- and 2-(3-Oxopentyl)-2-methylcyclopentane-1,3-diones
Kasturi, T. R.,Reddy, Madhava
, p. 901 - 906 (2007/10/02)
Novel products isolated from acid-catalysed cyclization reactions of the title compounds (1), (2a) and (2b) with different reagents have been characterized on the basis of their spectral data.The trend of product formation in p-tosic acid-benzene reaction medium remains the same for 1 and 2, irrespective of the nature of substitution in the acyclic component.The role of phenyl substitution in the cyclic part of 1 in guiding the MeOH-HCl promoted bicyclic compound formation is clearly indicated.Diketone (I) without a phenyl substitution yields entirely different products from MeOH-HCl treatment, although the facile enolization of the five-membered ring carbonyl is still reflected in the product formation.Although 2a is reported to yield bicyclic compounds (5c) and (6c) only under delicate reaction conditions, it yields bicyclic compounds as the major products on MeOH-HCl treatment.Thus, the pathway resulting from facile enolization of the five-membered ring carbonyl to afford bicyclooctane-6,8-dione systems under this condition is demonstrated with compounds that are normally known to give normal annelation products on moderate acid treatment.
