+)-j-Citronellene, the main component of the %ecbnical grade pyrolysate of (+)-cis-pinane, can be chemoselectively processed to certain C10 derivatives in the presence of isomeric Clo olefins. These derivatives are converted into mono-and bifunctional chiral building blocks suitable for the incorporation of4deCH.Y fragments with 8-or &con-figuration into aliphatic chains. Although their optical purity may be as low as 50%, that o f the end prQducts can be upgraded by inclusion of an optical resolution step in the synthetic sequence.

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N Propargylanabasine derivatives bearing various substituents at the carbon atom of the alkyne fragment were obtained by the reaction of anabasine hydrochloride with terminal alkynes and paraformaldehyde. The reaction proceeded with retention of the C(2) chiral center in anabasine fragment. The by products of the reaction, including 1,3 diacetylene (the prod ucts of dimerization of alkynes) and conjugated vinylacetylenes (the rearrangement products of the Mannich adducts) were isolated and characterized.

The reaction of cx,fl-unsaturated carbonyl compounds with nitrogen-containing nucleophiles yields different products of heterocyclization [1]. We found that the reaction of arylideneketones (la, b) with hydroxylamine in water-methanol medium (in the presence of NaOH) unexpectedly does not yield the corresponding isoxazolines but instead 3-hydroxyisoxazolidines lla, b, whose structure follows from the data from elemental analysis, IR, PMR, and mass spectrometry.

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