volume 30, issue 43, Pno-no 2010
DOI: 10.1002/chin.199943275
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Cornelius Nussbaumer, Georg Frater, Philip Kraft

Abstract: (AE)-1-[(1R*,2R*,8aS*)-1,2, 3,5,6,7,8,2,8,ethan-1-one (5) was identified as a minor (ca. 5%) but very powerful (5 pg/l (air)) constituent of the important perfumery synthetic Iso E Super . Its structure was assigned by NMR spectroscopy and established by a stereoselective synthesis starting from a-ionone (10). Diastereoselective conjugate addition of Me 2 CuLi to 10 was followed by a haloform reaction, esterification, and isomerization of the CC bond by treatment with NaOCl ( Schemes 3 and 4). The resulting a…

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