113581-35-4Relevant academic research and scientific papers
Pigments of fungi. LXVI The gentiobiosides of (R)- and (S)-torosachrysone from Australian toadstools and methods for assaying the enantiomeric purity of natural torosachrysone
Gill, Melvyn,Saubern, Simon,Yu, Jin
, p. 213 - 220 (2007/10/03)
The diastereoisomeric 8-O-β-D-gentiobiosides (2) and (10) of (S)- and (R)-torosachrysone (1) and (11), respectively, are isolated in admixture to varying degrees from toadstools belonging to the genera Cortinarius and Dermocybe. (R)-Torosachrysone (11) is
Diatereoselectivity in the O-H Insertion Reactions of Rhodium Carbenoids Derived from Phenyldiazoacetates of Chiral Alcohols. Preparation of α-Hydroxy and α-Alkoxy Esters
Aller, Enrique,Brown, David S.,Cox, Geoffrey G.,Miller, David J.,Moody, Christopher J.
, p. 4449 - 4460 (2007/10/02)
A series of phenyldiazoacetates 3 derived from enantiomerically pure alcohols ((-)-borneol, (+)-menthol, (-)-menthol, (-)-8-phenylmenthol, (-)-trans-2-phenylcyclohexanol, (+)-trans-2-phenyl-cyclohexanol, and (-)-10-(dicyclohexylsulfamoyl)-D-isoborneol) were prepared from the corresponding α-keto esters 1 by way of the tosylhydrazones 2.Rhodium(II)-catalyzed decomposition of the diazoacetates 3 in the presence of water or alcohols resulted in carbenoid O-H insertion reactions to give the corresponding 2-hydroxy- or 2-alkoxyphenylacetates in good yield, but with varying degrees of diastereoselectivity.A range of rhodium(II) and other metal catalysts were investigated, with rhodium(II) acetate and rhodium(II) acetamide giving the best results.The stereochemistry of the major diastereomer was proved in most cases by independent synthesis from a mandelic acid derivative of known configuration.Possible mechanisms are discussed.
Conformational Structure and Dynamics of Arylmethoxyacetates: DNMR Spectroscopy and Aromatic Shielding Effect
Latypov, Sh. K.,Seco, J. M.,Quinoa, E.,Riguera, R.
, p. 504 - 515 (2007/10/02)
The ground state conformational geometry and energy of esters of (R)- and (S)-arylmethoxyacetic acids were evaluated from low temperature 1H and 13C NMR spectra and by means of MM, AM1, and aromatic shielding effect calculations.In solution, the title com
Novel Sponge-Derived Amino Acids. 11. The Entire Absolute Stereochemistry of the Bengamides
Adamczeski, Madeline,Quinoa, Emilio,Crews, Phillip
, p. 240 - 242 (2007/10/02)
The complete stereochemistry of bengamides A (1) and B (2) can be assigned as 5R,6S,7R,8R,10S,13S, and this absolute stereochemistry can also be extended to other bengamide derivatives C, D, E, and F (3-6) and isobengamide E (7).The absolute stereochemica
