Enantiopure alpha,beta-unsaturated delta-lactams 1 and 2 react stereoselectively with carbon-, nitrogen-, sulfur-, and oxygen-centered nucleophiles. The synthetic potential of these conjugate additions is demonstrated through the synthesis of two new substituted indolizidines: (7R)-7-amino-8-deoxyswainsonine 3 and (7R)-7-acetylaminoswainsonine 4.

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A greatly improved procedure for the preparation of long-chain a-ketopyridazines, a class of potent inhibitors of fatty acid amide hydrolase (FAAH), is described. This optimization study shows a great dependence of the yields of desired products on the pyrididazinyl lithium/Weinreb amide ratio and offers a general approach to this kind of compound.

Regioselective Synthesis of 1,3,5-and 1,3,4,5-Substituted Pyrazoles via Acylation of N-Boc-N-Substituted Hydrazones. -Acylation of title hydrazones, e.g. (I), proceeds with either acyl chlorides or esters (II) to give hydrazones which undergo TFA-promoted cyclization to pyrazoles like (IV). A wide range of tri-and tetra-substituted pyrazoles is obtained. Regioisomers are accessible by proper choice of substrates [cf. (IVd) and (VII)]. -(TINARELLI, A.; RIGHI*, P.; ROSINI, G.; ANDREOTTI, D.; PROFETA, R.; SPADA, S.; Tetrahedron 67 (2011) 3, 612-617, http://dx.

Lipids U 0750 Synthesis of 1-Oxo-1-(3-pyridazinyl) Derivatives -Potent Inhibitors of FattyAcid Amide Hydrolase (FAAH): An Improved and Optimized Procedure. -A significantly improved synthesis of 3-acylpyridazines bearing fatty acid residues (V) is presented. The reaction involves formation of pyridazinyllithium in a highly selective manner by reaction of equimolar amounts of pyridazine (IV) and LiTMP. An excess of at least 4 equivalents of pyridazinyllithium then reacts with fatty acid Weinreb amides (III) to afford the acylpyridazines (V), promising fatty acid amide hydrolase inhibitors, in good yields. -(ROSINI*, G.; ANDREOTTI, D. G.; D'AMBROSIO, P.; MAROTTA, E.; TINARELLI, A.; RIGHI, P.; Synthesis 2007, 19, 3051-3055; Dip. Chim. Org. "A. Mangini", Univ. Bologna, I-40136 Bologna, Italy; Eng.) -Mischke 08-205