Struktur und Geruch, XIII. Synthese und olfaktorische Eigenschaften von Megastigmatrienon??Analoga

P Weyerstahl, T Meisel, K Mewes…

Index: Weyerstahl, Peter; Meisel, Thomas; Mewes, Klaus; Negahdari, Shoreh Liebigs Annalen der Chemie, 1991 , p. 19 - 25

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Abstract

The key compound 9 was readily prepared in larger quantities by an improvement of a known procedure. Addition of carbanions to the unprotected ketone 9 gives the hydroxy ketones 16-21 via the acetals 10-15. Dehydration of 16-20 furnishes the dienones 2-6 while 7 is available in fair yield via the acetoacetate 21. Through intramolecular cyclization also the ester 26 is formed which affords with NaOH the keto ester 29 by a retro-Michael ...