195512-84-6Relevant academic research and scientific papers
Enantioselective synthesis of 2-benzothiazolyl oxiranes
Florio, Saverio,Capriati, Vito,Russo, Vincenzo
, p. 5843 - 5846 (1997)
Lithiation of 2-(chloroethyl)benzothiazole 1a gives (benzothiazolylchloroethyl)lithium 1b. The reaction of 1b with ketones in the presence of (-)-sparteine leads to chlorohydrins 2a-c that cyclize to epoxides 3a-c, enantioselectively, the enantiomeric enrichment being dependent upon the solvent, the lithiating agent, the reaction time. The reaction with aldehydes furnishes chlorohydrins 2d-g and then epoxides 3d-g diastereo- and enantioselectively.
Enantioselective Synthesis of 2-Benzothiazolyloxiranes
Florio, Saverio,Capriati, Vito,Russo, Vincenzo
, p. 587 - 596 (2007/10/03)
The enantioselective synthesis of 2-benzothiazolyloxiranes 3a-3m is reported.This is based on the reaction of benzothiazolylchloromethyllithium, 1b, and benzothiazolylchloroethyllithium, 1d, with carbonyl compounds under the chiral conditions created by t
