The synthesis of both enantiomers of lactobacillic acid and mycolic acid analogues

Tetrahedron Letters

Volumn 40, Issue 36, 1999, Pages 6689-6692

  Coxon, Geoffrey D ^a,b   Knobl, Stefan ^b   Roberts, Evan ^b   Baird, Mark S ^b   Al Dulayymi, Juma R ^b   Besra, Gurdyal S ^a,c   Brennan, Patrick J ^c   Minnikin, David E ^a  

^a NEWCASTLE UNIVERSITY   (United Kingdom)

^b BANGOR UNIVERSITY   (United Kingdom)

^c Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

Asymmetric cyclopropanation; Chiral cyclopropanes; Enzymatic desymmetrisation; Fatty acids; Lactobacillic acid; Mycolic acids; Simmons Smith reaction

Indexed keywords

LACTOBACILLIC ACID DERIVATIVE; MYCOLIC ACID DERIVATIVE; NATURAL PRODUCT; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROLYSIS; LACTOBACILLUS; NONHUMAN; OXIDATION; REACTION ANALYSIS; STRUCTURE ANALYSIS;

LACTOBACILLUS;

EID: 0033520265     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01378-7     Document Type: Article

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21. 3) was obtained by the enzyme catalysed mono-deprotection of cis-cyclopropane-1,2-dimethanol dibutyrate (Kasel, W.; Hultin, P. G.;Jones, J. B. J. Chem. Soc. Chem. Comm. 1985, 1563; Grandjean, D.; Pale, P.; Guche, J. Tetrahedron. 1991, 47, 1215). By following the method described for (8), this could also be converted into (2).
22. 3).
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