70878-34-1Relevant academic research and scientific papers
Synthesis of L-chiro-inositol and (-)-conduritol F from D-sorbitol by a highly stereoselective intramolecular pinacol coupling promoted by samarium diiodide
Chiara,Valle
, p. 1895 - 1898 (2007/10/03)
A synthesis of L-chiro-inositol and (-)-conduritol F starting from readily available D-sorbitol is described. The route involves as a key step an efficient one-pot sequence consisting of the Swern oxidation of a 1,6-diol followed by a highly stereoselecti
Method for the preparation of D-chiro-inositol
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, (2008/06/13)
A method for the preparation of D-chiro-inositol from kasugamycin, comprising the steps of: (a) reacting kasugamycin with an acetylating agent to form a crude hexa-acetate intermediate; (b) purifying the crude intermediate to form purified hexa-acetate intermediate; (c) deacetylating the purified intermediate to form D-chiro-inositol; and (d) isolating the D-chiro-inositol. The method permits efficient, large-scale preparation of D-chiro-inositol without the need for extensive chromatographic purification of the final D-chiro-inositol product.
Catalytic One-Pot Osmylation of Cyclohexadienes: Stereochemical and Conformational Studies of the Resulting Polyols
Tschamber, Theophile,Backenstrass, Frederique,Fritz, Hans,Streith, Jacques
, p. 1052 - 1060 (2007/10/02)
Catalytic double osmylation is described for a series of cyclohexadienes in acetone/H2O in the presence of the co-oxidant N-methylmorpholine N-oxide (NMO).The formation of polyols occurred stereospecifically with cyclohexadienes 3, 7, and 11a, leading thereby to tetrols 5a, and 9a and to allo-inositol (14a), respectively.To the contrary, trans-cyclohexadiene-diol 15a gave a mixture of the stereoisomeric inositols 18a (epi), 19a (neo), and 20a (chiro).High-field NMR let to clearcut conformational analyses of the polyhydroxylated derivatives.
