111015-74-8Relevant articles and documents
A concise synthesis of (-)-conduritol F from L-quebrachitol via AlCl3-n-Bu4NI mediated demethylation
Akiyama, Takahiko,Shima, Hiroaki,Ozaki, Shoichiro
, p. 5593 - 5596 (2007/10/02)
(-)-Conduritol F was prepared starting from naturally occurring cyclitol, L-quebrachitol, in 5 steps via AlCl3-Bu4NI mediated chemoselective demethylation of the methyl ether. A preparation of (+)-conduritol B was also described.
Mikrobial Oxidation in Synthesis: Preparation of (+)- and (-)-Pinitol from Benzene
Ley, Steven V.,Sternfeld, Francine
, p. 3463 - 3476 (2007/10/02)
Microbial oxidation with Pseudomonas putida of benzene affords cis-1,2-dihydroxycyclohexa-3,5-diene (2) which may be converted in five steps and 49percent overall yield to (+/-)-pinitol.Resolution of an intermediate alcohol (6) with menthoxyacetyl chloride provides optically pure materials which may be independently transformed to (+)- or (-)-pinitol.Demethylation conditions for pinitol together with further reactions of (2) and related compounds were investigated.
MICROBIAL OXIDATION IN SYNTHESIS: A SIX STEP PREPARATION OF (+/-)-PINITOL FROM BENZENE
Ley, Steven V.,Sternfeld, Francine,Taylor, Stephen
, p. 225 - 226 (2007/10/02)
Synthesis of (+/-)-pinitol in 35percent overall yield from benzene has been achieved where the key step involved microbial oxidation of benzene to cis-1,2-dihydroxycyclohexa-3,5-diene.