Die Stereochemie der Irone

Abstract

Abstract The 6 R configuration of (+)‐ cis ‐γ‐irone [(+)‐ 4 ] was established by chemical correlation with (—)‐camphor. (+)‐ cis ‐γ‐irone [(+)‐ 4 ] was converted into (+)‐ cis ‐α‐irone [(+)‐ 1 ], (−)‐ trans ‐α‐irone [(minus;;)‐ 2 ], and (+)‐β‐irone [(+)‐ 3 ], which therefore also have the 6 R configuration. The 2 S configurations of (+)‐ cis ‐α‐irone [(+)‐ 1 ] and (+)‐ trans ‐α‐irone [(+)‐ 2 ] were determined by comparison of their circular dichroism with that of R ‐α‐ionone [(+)‐ 5 ]. The 2 S configuration of (+)‐ cis ‐γ‐irone [(+)‐ 4 ] was established by chemical correlation with (+)‐ cis ‐α‐irone [(+)‐ 1 ].