83648-86-6Relevant academic research and scientific papers
Total synthesis of epoxyquinols A, B, and C and epoxytwinol A and the reactivity of a 2H-pyran derivative as the diene component in the Diels-Alder reaction
Shoji, Mitsuru,Imai, Hiroki,Mukaida, Makoto,Sakai, Ken,Kakeya, Hideaki,Osada, Hiroyuki,Hayashi, Yujiro
, p. 79 - 91 (2005)
(Chemical Equation Presented). Full details of two versions of the total synthesis of epoxyquinols A, B, and C and epoxytwinol A (RKB-3564D) are described. In the first-generation synthesis, the HfCL4-mediated diastereoselective Diels-Alder rea
A practical total synthesis of both enantiomers of epoxyquinols A and B
Shoji, Mitsuru,Kishida, Satoshi,Takeda, Mitsuhiro,Kakeya, Hideaki,Osada, Hiroyuki,Hayashi, Yujiro
, p. 9155 - 9158 (2007/10/03)
A practical total synthesis of both enantiomers of epoxyquinols A and B has been developed. Key reactions are the chromatography-free preparation of an iodolactone by using acryloyl chloride as dienophile in the Diels-Alder reaction of furan, the lipase-mediated kinetic resolution of a cyclohexenol derivative, and a modified procedure for α-iodonation of a cyclohexenone.
SHIKIMIC ACIDS FROM FURAN; METHODS OF STEREOCONTROLLED ACCESS TO 3,4,5-TRIOXIGENATED CYCLOHEXENES
Rajapaksa, D.,Keay, B. A.,Rodrigo, R.
, p. 826 - 828 (2007/10/02)
Oxabicycloheptenes 1 and 2 are converted to 3,4,5-oxigenated cyclohexenes by stereocontrolled hydroxylations and epoxidations coupled with reverse-Michael cleavage of the oxabicyclo system.Three epimers of shikimic acid are synthesized by these methods.
Structure and Synthesis of the Methyl Ester of 3,4-Anhydroshikimic Acid, Isolated from a Chalara Sp.
Fex, Tomas,Trofast, Jan,Wickberg, Boerje
, p. 91 - 96 (2007/10/02)
The methyl ester of (+)-3,4-anhydroshikimic acid has been isolated from the fungus Chalara microspora (Corda) Hughes.The structure was elucidated by spectroscopy, and was confirmed by synthesis of the title compound and its 5-epimer.Synthesis via a partia
