Acta Crystallographica Section E

Structure Reports Online

Volume 57, Part 3 (March 2001)

organic compounds

Acta Cryst. (2001). E57, o216-o217 [ doi:10.1107/S1600536801002380 ]

Cyclodec-2'-ynyl (1S,1'R)-(-)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate

C. Zelder, M. Schürmann, H. Preut and N. Krause

Abstract: The synthesis and the crystal structure analysis via X-ray diffraction of the title compound, C₂₀H₂₈O₄, (I), are described. The title compound is a camphanic acid cyclodecynyl ester. This compound contains a ten-membered ring including a triple bond and is prepared by condensation of (1S)-(-)-camphanic acid chloride with (R)-(+)-cyclodec-2-yn-1-ol [(II), 90% ee]. This alcohol [Hanack & Wächter (1987). Chem. Ber. 120, 727-734] has been isolated by kinetic deracemization of the corresponding acetate [Zelder (2001). PhD Thesis. In preparation] with the lipase from mucor miehei. With this structure analysis, the configuration of (II) was determined.

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