701935-64-0Relevant articles and documents
A short enantioselective synthesis of (-)-chloramphenicol and (+)-thiamphenicol using tethered aminohydroxylation
George, Shyla,Narina, Srinivasarao V.,Sudalai, Arumugam
, p. 10202 - 10207 (2006)
An efficient enantioselective synthesis of (-)-chloramphenicol (1) and (+)-thiamphenicol (2) is described. These antibiotics have been synthesized from commercially available 4-nitrobenzaldehyde and 4-(methylthio)benzaldehyde, respectively, using tethered aminohydroxylation and Sharpless asymmetric epoxidation as the chirality inducing steps.
An efficient enantioselective synthesis of florfenicol via a vanadium-catalyzed asymmetric epoxidation
Li, Feng,Wang, Zhong-Hua,Zhao, Lei,Xiong, Fang-Jun,He, Qiu-Qin,Chen, Fen-Er
experimental part, p. 1337 - 1341 (2011/11/29)
An efficient and highly enantioselective synthesis of florfenicol 1 was achieved with 37% overall yield starting from commercially available 4-methylthiobenzaldehyde. A key feature of the synthesis is the vanadium-catalyzed asymmetric epoxidation of allylic alcohol 5 with aq tert-butyl hydroperoxide to form (2S,3S)-epoxide 6.
A short stereoselective synthesis of (-)-chloramphenicol and (+)-thiamphenicol
Bhaskar,Satish Kumar,Venkateswara Rao
, p. 1279 - 1283 (2007/10/03)
A common strategy for the synthesis of (-)-chloramphenicol and (+)-thiamphenicol is described. These antibiotics have been synthesized from commercially available 4-nitrobenzaldehyde and 4-(methylthio)benzaldehyde in three and four steps, respectively.