79015-74-0Relevant academic research and scientific papers
Synthesis of all the six components of the female-produced contact sex pheromone of the German cockroach, Blattella germanica (L.)
Mori, Kenji
, p. 4060 - 4071 (2008/09/20)
All of the following six components of the female sex pheromone of the German cockroach, Blattella germanica (L.) were synthesized: (3S,11S)-3,11-dimethyl-2-nonacosanone (1), its 29-hydroxy derivative 2, its 29-oxo derivative 3, (3S,11S)-3,11-dimethyl-2-heptacosanone (4), its 27-hydroxy derivative 5, and its 27-oxo derivative 6. Both the enantiomers of citronellal were employed as the chiral sources and Wacker oxidation was employed for the introduction of the carbonyl group at C-2.
Total syntheses of squamocin A and squamocin D, bi-tetrahydrofuran acetogenins from Annonaceae
Emde, Ulrich,Koert, Ulrich
, p. 1889 - 1904 (2007/10/03)
The total syntheses of the Annonaceous acetogenins squamocin A and squamocin D have been achieved. The synthesis follows a modular strategy, wherein a left-side chain, the central bis-THF core and the right-side chain are assembled together. Key reactions are additions of organomagnesium compounds to bi-THF aldehydes. At the end of the synthesis the butenolide moiety was introduced. This modular synthetic approach should be useful for the synthesis of other related natural products as well as pharmacologically interesting analogs.
