A practical and regioselective synthetic method for the synthesis of cis‐diastereomers of bibracchial lariat ethers (BiBLEs) bearing ester and amide groups is reported. The novel BiBLEs 3a and 4a–e with neutral side arms were prepared by reaction of the corresponding aza‐crown macrocycles 1a–c with ethylchlroacetate and chloroacetamide. The structures of the new compounds have been confirmed by FTIR, 1H, 13C, DEPT, and MS spectroscopy.

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Regioselective Synthesis of New Bibracchial Lariat Ethers. -Using sodium hydride as the base, macrocycles (I) react with chloroacetic acid derivatives (II) to afford title ethers (III) as cis-diastereomers. Contrary, lariat ether (IV) is obtained from compounds (Ia) and (IIa) in the presence of Et3N. -(EBRAHIMI*, S.; MOBINIKHALDEI, A.; FOROUGHIFAR, N.; J. Heterocycl. Chem. 49 (2012) 4, 955-958, http://dx.