ACTION OF (2-BENZOTHIAZOLYL) METHYLLITHIUM WITH ORGANIC POLAR FUNCTIONS

(2-Benzothiazolyl) methyllithium reacts quickly at low temperature (-78-degrees) with a variety of organic electrophiles like aldehydes, ketones, carboxylic esters, nitriles and acylchlorides. Such reactions lead to an easy introduction of alcohol, keto-enol or amine-enamine functional groups in extracyclic position with a stereo-selective preference. These polyfunctional compounds whose synthesis is difficult by other pathways, are interesting, in particular, because of their ability to form intramolecular hydrogen bonds.