213027-95-3Relevant articles and documents
Enzyme-catalyzed resolution of 3,8-dioxatricyclo[3.2.1.02,4]octane-6-carboxylic esters and the application to the synthesis of 3-epishikimic acid
Hamada, Manabu,Inami, Yoshikazu,Nagai, Yasuhito,Higashi, Toshinori,Shoji, Mitsuru,Ogawa, Seiichiro,Umezawa, Kazuo,Sugai, Takeshi
experimental part, p. 2105 - 2111 (2010/03/04)
3,8-Dioxatricyclo[3.2.1.02,4]octane-6-carboxylic acid, whose racemic form is readily available on a large scale, is a versatile starting material for the synthesis of carbasugars and carbocyclic biologically active natural products. In this stu
The shikimate pathway. Part 9. Halogenation at C-3 of the shikimate nucleus
Brettle, Roger,Cross, Richard,Frederickson, Martyn,Haslam, Edwin,MacBeath, Fiona S.,Davies, Gareth M.
, p. 10547 - 10556 (2007/10/03)
The use of (-)-shikimic acid as starting material in the syntheses of a series of C-3 halogenated derivatives including the analogous 3α- and 3β-fluoro and 3β-chloro acids is described together with the first stereospecific synthesis of (-)-3-epi-shikimic acid directly from the parent acid.
Synthesis of (3R)- and (3S)-fluoro-(4R,5R)-dihydroxy-1-cyclohexene-1- carboxylic acids: The (3R)- and (3S)-fluoro analogues of (-)-shikimic acid
Brettle,Cross,Frederickson,Haslam,MacBeath,Davies
, p. 1275 - 1278 (2007/10/03)
(3R)-and (3S)-Fluoro-(4R,5R)-dihydroxy-1-cyclohexene-1-carboxylic acids (the (3R)- and (3S)-fluoro analogues of (-)-shikimic acid) have been synthesised from (-)-shikimic acid via an intermediate epoxide (a fungal metabolite from Chalara microspora) that
