81703-01-7Relevant academic research and scientific papers
DICTYOPROLENE AND NEODICTYOPROLENE, TWO NEW ODORIFEROUS COMPOUNDS FROM THE BROWN ALGA DICTYOPTERIS PROLIFERA: STRUCTURES AND SYNTHESIS
Yamada, Kiyoyuki,Tan, Hiroaki,Tatematsu, Hiroshi,Ojika, Makoto
, p. 3775 - 3780 (1986)
Two new odoriferous compounds, dictyoprolene 1 and neodictyoprolene 2 have been isolated from the brown alga Dictyopteris prolifera and their structures determined by chemical and spectral means.Synthesis of optically active 1 and racemic 2 has been made.Dictyoprolene 1 and neodictyoprolene 2 have been shown to be the acetates of the 1-undecen-3-ols, the postulated biosynthetic precursors of various C11 hydrocarbons and the related compounds obtained from brown algae, Dictyopteris, Ectocarpus, and Cutleria.
Chemo-enzymatic enantio-convergent asymmetric total synthesis of (S)-(+)-dictyoprolene using a kinetic resolution - Stereoinversion protocol
Wallner, Andreas,Mang, Harald,Glueck, Silvia M.,Steinreiber, Andreas,Mayer, Sandra F.,Faber, Kurt
, p. 2427 - 2432 (2007/10/03)
A single enantiomer of a (stereo)chemically labile allylic-homoallylic alcohol was obtained in 91% e.e. and 96% yield from the racemate by employing a lipase-catalysed kinetic resolution coupled to in situ inversion under carefully controlled (Mitsunobu) conditions in order to suppress side reactions, such as elimination and racemisation. This technique was successfully applied to an enantio-convergent asymmetric total synthesis of the algal fragrance component (S)-dictyoprolene.
SYNTHESIS OF (6Z)-CIS-9S,10R-EPOXYHENEICOSENE, A COMPONENT OF THE RUBY TIGER MOTH PHEROMONE
Rollin, Patrick,Pougny, Jean-Rene
, p. 3479 - 3490 (2007/10/02)
A 10-step synthesis of the titled pheromone and analogues from an acyclic derivative of D-Xylose is described.
