17515-18-3Relevant academic research and scientific papers
Asymmetric syntheses of (-)-methyl shikimate and (-)-5a-carba-β-d-gulopyranose from d-arabinose via Mukaiyama-type intramolecular aldolization
Liu, Shi-Ling,Shi, Xiao-Xin,Xu, Yu-Lan,Xu, Wei,Dong, Jing
experimental part, p. 78 - 83 (2009/06/06)
New asymmetric syntheses of (-)-methyl shikimate 1 and (-)-5a-carba-β-d-gulopyranose 11 from d-arabinose through a common route which employed Mukaiyama-type intramolecular aldolization as a key step were described.
Synthesis of a carbocyclic sialic acid analogue for the inhibition of influenza virus neuraminidase
Bianco, Armandodoriano,Brufani, Mario,Manna, Fedele,Melchioni, Cristiana
, p. 23 - 31 (2007/10/03)
The influenza virus neuraminidase (NA) is essential for viral infection and offers a potential target for antiviral drug development. We prepared a carbocyclic sialic acid analogue, potentially able to inhibit NA. Its structure is an analogue of the trans
A New Synthetic Approach to Pseudo-sugars by Asymmetric Diels-Alder Reaction. Synthesis of Optically Pure Pseudo-β-D-mannopyranose, 1-Amino-1-deoxypseudo-α-D-mannopyranose and Pseudo-α-L-mannopyranose Derivatives
Takahashi, Tamiko,Kotsubo, Hironori,Iyobe, Akira,Namiki, Toshie,Koizumi, Toru
, p. 3065 - 3072 (2007/10/02)
Synthesis of the optically pure title compounds has been achieved.The key features involved (i) construction of 7-endo-oxabicyclohept-5-ene-2-carboxylates 3 and 9a by the asymmetric Diels-Alder reaction of (S)s-3-(2-pyridylsulphinyl)acry
A NEW SYNTHETIC ROUTE TO METHYL (-)-SHIKIMATE BY ASYMMETRIC DIELS-ALDER REACTON OF (S)S-3-(2-PYRIDYLSULFINYL)ACRYLATE
Takahashi, Tamiko,Namiki, Toshie,Takeuchi, Yoshio,Koizumi, Toru
, p. 3213 - 3215 (2007/10/02)
A 7-oxabicycloheptene derivative (7a) that substituted effectively for the synthesis of (-)-shikimic acid was prepared by an asymmetric Diels-Alder reaction of (S)s-3-(2-pyridylsulfinyl)acrylate (2) with 3,4-dibenzyloxyfuran (4).The bicy
SYNTHESIS OF METHYL (-)-SHIKIMATE FROM D-XYLOSE
Suami, Tetsuo,Tadano, Kin-ichi,Ueno, Yoshihide,Iimura, Youichi
, p. 37 - 40 (2007/10/02)
Natural methyl (-)-shikimate has been synthesized from D-lyxose, employing a double carbon-carbon bond formation of 2,3,4-tri-O-benzyl-5-O-mesyl-D-lyxose with a dianion of dimethyl malonate as a key reaction.
