A concise synthesis of (-)-conduritol F from l-quebrachitol via AlCl3-n-Bu4NI mediated demethylation

Tetrahedron Letters

Volumn 32, Issue 40, 1991, Pages 5593-5596

  Akiyama, Takahiko ^a   Shima, Hiroaki ^a   Ozaki, Shoichiro ^a  

^a EHIME UNIVERSITY   (Japan)

Author keywords

(+) conduritol B; ( ) conduritol F; AlCl3; demethylation; l quebrachitol

Indexed keywords

CONDURITOL F; PHENOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; PRIORITY JOURNAL; SYNTHESIS;

EID: 0025943464     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(91)80092-K     Document Type: Article

References (31)

1. Untersuchungen zum Wirkungsmechanismus glykosidspaltender Enzyme, VII. Funktionelle Gruppen am aktiven Zentrum einer α-Glucosidase ausSaccharomyces cerevisiae
2. Microbial Oxidation of Chloroaromatics in the Enantiocontrolled Synthesis of Cyclitols: (-)-Dihydroconduritol C
3. Cyclit-Reaktionen, V. Synthese von enantiomerenreinem Valienamin aus Quebrachit
4. Cyclit-Reaktionen, XIII. Synthese von Pseudozuckern ausD-Glucose durch intramolekulare Horner-Emmons-Olefinierung
5. Synthesis of D- and L-Galactose Derivatives from Quebrachitol
6. A formal total synthesis of (?)-lsoavenaciolide from L-quebrachitol
7. Microbial Oxidation in Synthesis: Concise Preparation of (+)-Conduritol F from Benzene
8. Total Syntheses of (?)-Conduritol B ((?)-1L-Cyclohex-5-ene-1,3/2,4-tetrol) and of (+)-Conduritol F((+)-1D-Cyclohex-5-ene-1,2,4/3-tetrol). Determination of the Absolute Configuration of (+)-Leucanthemito
9. Boron Trifluoride Etherate/Iodide Ion as a Mild, Convenient and Regioselective Ether Cleaving Reagent