19625-10-6Relevant articles and documents
The synthesis of (11R,12S)-lactobacillic acid and its enantiomer
Coxon, Geoffrey D.,Al-Dulayymi, Juma R.,Baird, Mark S.,Knobl, Stefan,Roberts, Evan,Minnikin, David E.
, p. 1211 - 1222 (2003)
(11R,12S)-Lactobacillic acid has been prepared from 2,3-O-isopropylidene-D-glyceraldehyde, in a sequence involving asymmetric cyclopropanation, and from cis-cyclopropane-1,2-dimethanol, using enzymatic desymmetrisation. The key step in the former route wa
Cyclopropanation by Gold- or Zinc-Catalyzed Retro-Buchner Reaction at Room Temperature
Mato, Mauro,Herlé, Bart,Echavarren, Antonio M.
supporting information, p. 4341 - 4345 (2018/07/29)
Through the design of a second generation of more reactive 7-substituted 1,3,5-cycloheptatrienes, a room-temperature gold(I)-catalyzed retro-Buchner-cyclopropanation sequence and the first zinc(II)-catalyzed version of this process, which uses inexpensive
The synthesis of both enantiomers of lactobacillic acid and mycolic acid analogues
Coxon, Geoffrey D.,Knobl, Stefan,Roberts, Evan,Baird, Mark S.,Al Dulayymi, Juma R.,Besra, Gurdyal S.,Brennan, Patrick J.,Minnikin, David E.
, p. 6689 - 6692 (2007/10/03)
(11R, 12S)-Lactobacillic acid (1) has been prepared either from D- mannitol by asymmetric cyclopropanation or from cis-cyclopropane-1, 2- dimethanol by enzymatic desymmetrisation. The syntheses of (l1S 12R)- lactobacillic acid (2) and (1R, 2S) 1- (3'-methoxycarbonylpropyl)-2- octadecylcyclopropane (26) and related analogues (27 and 28) have also been achieved.
