18604-19-8Relevant academic research and scientific papers
Scalable, efficient and rapid chemical synthesis of L-Fructose with high purity
Li, Jihui,Song, Xinjing,Wu, Tianxiao,Zhao, Liyu,Qin, Qiaohua,Cheng, Maosheng,Liu, Yang,Zhao, Dongmei
, p. 67 - 72 (2019)
An improved process for chemical synthesis of L-fructose with high purity in large scale from readily available L-sorbose is described. In general, this synthetic scheme is characterized by inexpensive and easily available starting materials, simple and s
Practical synthesis of an L-fructose-derived ketone catalyst for asymmetric epoxidation of olefins
Zhao, Mei-Xin,Shi, Yian
, p. 5377 - 5379 (2006)
An L-fructose-derived ketone catalyst for asymmetric epoxidation of trans- and tri substituted olefins was efficiently prepared from L-sorbose in five steps.
Stereoselective synthesis of (2S,3S,4R,5S)-3,4-dihydroxy-2,5- dihydroxymethyl pyrrolidine from l-sorbose
Balieu, Sebastien,Guilleret, Arnaud,Reynaud, Romain,Martinez, Agathe,Haudrechy, Arnaud
, p. 14 - 22 (2013/06/27)
One of the most frequently synthesized iminosugar derivatives is DMDP. Starting from l-sorbose, a practical method for the synthesis of derivatives of this five-membered iminocyclitol has been developed, involving straightforward steps and a convenient selective reduction of a ketoxime intermediate.
A reinvestigation of the synthesis and revision of spectral data of 1,2-O-isopropylidene-α-l-sorbofuranose, 1,2:4,6-di-O-isopropylidene- α-l-sorbofuranose and derivatives
Biela-Bana?, Anna,Gallienne, Estelle,Martin, Olivier R.
, p. 23 - 28 (2013/10/01)
Mono- and di-O-isopropylidene-l-sorbofuranose derivatives are important starting materials for the synthesis of modified sugars and useful chiral compounds. However, several inconsistencies in the spectral data of these compounds and erroneous structural assignments have been noted in the literature. The unambiguous synthesis of 1,2:4,6-di-O-isopropylidene-α-l- sorbofuranose and derivatives of 1,2- and 2,3-O-isopropylidene-α-l- sorbofuranoses has been achieved and definitive spectral data on these compounds are provided.
Catalytic asymmetric epoxidation
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Page column 35, (2010/01/30)
A compound and method for producing an enantiomerically enriched epoxide from an olefin using a chiral ketone and an oxidizing agent is disclosed.
An efficient catalytic asymmetric epoxidation method
Wang, Zhi-Xian,Tu, Yong,Frohn, Michael,Zhang, Jian-Rong,Shi, Yian
, p. 11224 - 11235 (2007/10/03)
This article describes a highly effective catalytic asymmetric epoxidation method for olefins using,potassium peroxomonosulfate (Oxone, Dupont) as oxidant and a fructose-derived ketone(l) as catalyst. High enantioselectivies have been obtained-for trans-disubstituted and trisubstituted olefins which can bear functional groups such as tributylsilyl ether, acetal, chloride, and ester. The enantiomeric excesses cis-olefins and terminal olefins are not high yet. The current epoxidation shows that the catalyst efficiency is enhanced dramatically-upon raising the pH. Mechanitic studies show that the epoxidation mainly proceeds via a spiro transition state, which provides a model for predicting the stereochemical outcome of the reaction. The planar transition state, likely to be the main competing pathway. The extent of the involvement of the planar mode is subject to the steric of the alkyl groups on the olefins.
SYNTHESYS OF L-FRUCTOSE
Chen, Chyi-Cheng,Whistler, Roy L.
, p. 265 - 272 (2007/10/02)
L-Sorbose (1) was converted into methyl 4,6-O-isopropylidene-α-L-sorbofuranoside, which was tosylated to give methyl 4,6-O-isopropylidene-1,3-di-O-p-tolylsulfonyl-α-L-sorbofuranoside.Removal of the isopropylidene protecting group and formation of a 3,4-an
