Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive Mail Code 0343, La Jolla, CA 92093‐0343 (USA), Fax: (+1)?858‐822‐5870 http://www‐chem.ucsd.edu/research/profile.cfm?cid=C04667
Abstract:
(?)‐Dysibetaine has been synthesized in 11 steps from readily available L ‐malic acid (see scheme). The key step is a unique Ugi 4‐center‐3‐component cyclization reaction, where an ester group acts as the carboxylic acid component. The use of 1,1,1,3,3,3‐hexamethyldisilazane as an ammonia equivalent and a specially designed isocyanide leads to an expeditious synthesis.