73209-16-2Relevant academic research and scientific papers
Scope of the directed dihydroxylation: Application to cyclic homoallylic alcohols and trihaloacetamides
Donohoe, Timothy J.,Mitchell, Lee,Waring, Michael J.,Helliwell, Madeleine,Bell, Andrew,Newcombe, Nicholas J.
, p. 2173 - 2186 (2007/10/03)
The synthesis and directed dihydroxylation of a range of cyclic alkenes was investigated. Both homoallylic alcohols and homoallylic trihaloacetamides were found to be efficient directing groups, giving rise to good to excellent levels of remote asymmetric induction with OsO4-TMEDA. Interestingly, in all cases examined, trifluoroacetamides were found to be superior to trichloroacetamides as directing groups and an argument is presented which rationalises this observation.
Small Molecule Analogs of Phospholipid-Metal Ion Binding Sites: Synthesis and Molecular Modeling of Cyclohexane-1,2,4-triol Triphosphates
Amburgey, Judith C.,Shuey, Steven W.,Pedersen, Lee G.,Hiskey, Richard G.
, p. 172 - 197 (2007/10/02)
Four diastereomeric cyclohexane-1,2,4-triol triphosphates were synthesized to serve as small molecule analogs of putative phospholipid-metal ion binding sites. The parent cyclohexane-1,2,4-triols were prepared and phosphorylated. Deprotection of the tris(
Synthesis of (±) cyclohexane-1(R), 2(R), 4(R)-triol-triphosphate, a deoxygenated analog of myo-inositol-1,4,5-triphosphate
Schmitt,Spiess,Schlewer
, p. 2013 - 2016 (2007/10/02)
For the use in the studies of inositol-phosphates, (±) cyclohexane-1(R), 2(R), 4(R)-triol-triphosphate 2 was synthesized from anisole. The synthesis used 1,2-benzenedimethanol as a ketone and phosphate protective group which induced easy crystallization of the intermediates. Regeneration of the free ketone 9 under mild conditions followed by its selective reduction and phosphorylation by the phosphite method gave the expected compound 2.
THE PREPARATION OF CYCLOHEXANEPENTOLS FROM INOSITOLS BY DEOXYGENATION
Angyal, Stephen J.,Odier, Leon
, p. 209 - 220 (2007/10/02)
Several cyclohexapenetols heva been synthesized from inositols by blocking all but one hydroxyl group, converting the free hydroxyl group into its S-methyl dithiocarbonate, and treating it with tributylstannane.Suitable blocking-groups are methyl, benzyl, and methylthiomethyl ethers, and acetals.One cyclohexanepentol was prepared by the reductive deamination of an aminodeoxyinositol.
SYNTHESIS OF AMINOCYCLITOLS FROM L-QUINIC ACID
Castellanos, Lila,Cleophax, Jeanine,Colas, Claudine,Gero, Stephan D.,Leboul, Jean,et al.
, p. 283 - 302 (2007/10/02)
A variety of 1,3-diamino and 1,4-diaminocyclitols, monoaminocyclitols, and triaminocyclohexanol have been synthesized starting with the chiral ketone intermediate 2, derived from L-quinic acid.Reduction of 2 with lithium borohydride afforded two epimeric
