72538-27-3Relevant academic research and scientific papers
First synthesis of (+)-8-methoxygoniodiol and its analogue, 8-deoxygoniodiol, using a three component strategy
Carreaux, Fran?ois,Favre, Annaick,Carboni, Bertrand,Rouaud, Isabelle,Boustie, Joel
, p. 4545 - 4548 (2007/10/03)
We have described the first total synthesis of the natural product, (+)-8-methoxygoniodiol, and its analogue, 8-deoxygoniodiol using a catalytic asymmetric hetero-Diels-Alder/allylboration sequence involving three partners. The cytotoxic activity of these
Asymmetric synthesis of α-methoxyarylacetic acid derivatives
Prasad, Kavirayani R.,Chandrakumar, Appayee
, p. 1897 - 1900 (2007/10/03)
Stereoselective synthesis of a series of 2-aryl-2-methoxyethanols was achieved from inexpensive chiral pool tartaric acid employing a diastereoselective reduction of a symmetrical 1,4-diaryldiketone as the key step. 2-Aryl-2-methoxyethanols were enantioselectively prepared in 80-90% yield
Chiral diselenides in asymmetric cyclization reactions
Fragale, Gianfranco,Wirth, Thomas
, p. 1361 - 1369 (2007/10/03)
The use of chiral selenium electrophile 6 generated in situ from the chiral diselenide 5 in asymmetric ring closure reactions of unsaturated alcohols, carboxylic acids and carbamates is presented herein. Tetrasubstituted carbon atoms can be generated selectively with diastereoselectivities up to 85% when geminal disubstituted alkenes are used. The cyclization of vinylic silanes leads to versatile building blocks for further synthetic transformations.
Oxirane Ring-Opening with Alcohol Catalyzed by Organotin Phosphate Condensates. Complete Inversion at Tertiary and Benzylic Centers
Otera, Junzo,Niibo, Yoshihisa,Nozaki, Hitosi
, p. 7625 - 7634 (2007/10/02)
Regio- and stereospecific ring-opening of chiral oxiranes has been effected by organotin phosphate condensates catalyst.Alcohols attack on the tertiary and benzylic positions exclusively.Despite seemingly acidic character of the catalyst in terms of regioselectivity the chiral centers are completely inverted.The new methodology is applied to synthesis of enantiomerically pure linalool and to conversion of commercially available (R)-styrene oxide into the (S)-counterpart.
Applications of Optically Active Aryl Cyanohydrins in the Synthesis of α-Hydroxy Aldehydes, α-Hydroxy Ketones and β-Hydroxy Amines
Jackson, W. Roy,Jacobs, Howard A.,Jayatilake, Gamini S.,Matthews, Barry R.,Watson, Keith G.
, p. 2045 - 2062 (2007/10/02)
Cyanohydrins, prepared in high optical purity from aryl aldehydes, have been converted into α-hydroxy aldehydes, α-hydroxy ketones and β-hydroxy amines without any racemization and frequently with good stereoselectivity for the erythro-diastereoisomer (>90percent) at the newly introduced stereogenic centre.
MODEL STUDIES FOR THE TOTAL SYNTHESIS OF THE MAYTANSINOIDS BASED ON THE INTRAMOLECULAR NITRILE OXIDE-OLEFIN CYCLOADDITION REACTION
Ko, Soo Sung,Confalone, Pat N.
, p. 3511 - 3518 (2007/10/02)
The macrocyclization of the olefinic nitrile oxide 30 to the ansa-macrolide skeleton 37, a model for a novel approach to the maytansinoids, is described.
Chiral Acyl Anion and Enolonium Ion Equivalents. Asymmetric Synthesis of α-Methoxy-aldehydes
Colombo, Lino,Gennari, Cesare,Scolastico, Carlo,Guanti, Giuseppe,Narisano, Enrica
, p. 1278 - 1283 (2007/10/02)
The reaction of the lithium derivative of (+)-(S)-p-tolyl p-tolylthiomethyl sulphoxide with benzaldehyde and phenylacetaldehyde in tetrahydrofuran at -78 deg C gives, after methylation of the hydroxy-group, reduction of the sulphoxide, and h
