110715-85-0Relevant academic research and scientific papers
Chromium (VI) adsorbed on SiO2/ZrO2, a new supported reagent for allylic oxidations
Baptistella, Lucia H. B.,Sousa, Ilza M. O.,Gushikem, Yoshitaka,Aleixo, Adriana M.
, p. 2695 - 2698 (1999)
Zirconium (IV) oxide coated on the surface of silica gel was used to absorb Cr(VI) from acidic solutions. This material, in conjunction with t- butyl hydroperoxide, proved to be very useful for allylic oxidations, promoting very clean reactions, with high regioselectivity.
O-1-(1,3-butadienyl) carbamates as diels-alder dienes: Stereospecific synthesis of (±)-Hernandulcin and congeners
De Cusati, Paul F.,Olofson
, p. 1409 - 1412 (2007/10/02)
The TiCl4-catalyzed addition of the title reactants to vinyl ketones regio- and stereospecifically yields cis-disubs, cyclohexenes which add RMgX stereospecifically to the ketone. A final product in this sequence is the intensely sweet sesquiterpene, hernandulcin.
Synthesis of (+/-)-Hernandulcin by an Intramolecular Nitrile Oxide Cycloaddition Route from Farnesol
Zheng, Guo-Chi,Kakisawa, Hiroshi
, p. 602 - 604 (2007/10/02)
An intramolecular addition reaction of the nitrile oxide derived from (2Z,6E)-farnesal oxime afforded an isoxazoline derivative, which was converted into hernandulcin, a sweet sesquiterpene of Verbenaceae plant.
SYNTHESIS OF (6S,1'S)-(+)-HERNANDULCIN, A SWEETNER, AND ITS STEREOISOMERS
Mori, Kenji,Kato, Minoru
, p. 5895 - 5900 (2007/10/02)
All of the four possible stereoisomers of hernandulcin were synthesized starting from the enantiomers of limonene.The absolute configuration of the naturally occuring and sweet-tasting (+)-hernandulcin was established as 6S,1'S.Other stereoisomers were not sweet at all.
