89455-81-2Relevant academic research and scientific papers
WITTIG AND HORNER-WITTIG COUPLING REACTIONS OF 2-SUBSTITUTED CYCLIC ETHERS AND THEIR APPLICATION TO SPIROKETAL SYNTHESIS
Ley, Steven V.,Lygo, Barry,Organ, Helen M.,Wonnacott, Anne
, p. 3825 - 3836 (2007/10/02)
Wittig and Horner-Wittig coupling reactions of tetrahydropyran or tetrahydrofuran 2-triphenylphosphonium salts or 2-diphenylphosphine oxides with aldehydes and lactols affords good yields of the corresponding enol ethers.In selected examples these enol ether products may be further converted to spiroketals some of which are natural pheromones derived from Dacus oleae and Paravespula vulgaris.
A NEW ROUTE TO SPIRO-KETALS USING THE HORNER-WITTING REACTION OF 2-DIPHENYLPHOSPHINOXY CYCLIC ETHERS
Ley, Steven V.,Lygo, Barry
, p. 113 - 116 (2007/10/02)
Two insect pheromones along with other spiro-ketals have been synthesised by a new route which involves Horner-Wittig coupling of 2-diphenylphosphinoxy cyclic ethers with aldehydes and lactols followed by acid catalysed cyclisation.
ENOL ETHERS : PREPARATION AND SYNTHETIC APPLICATIONS
Ousset, J. B.,Mioskowski, C.,Yang, Y.-L.,Falck, J. R.
, p. 5903 - 5906 (2007/10/02)
A versatile preparation of α-alkoxyphosphonium bromides leading to enol ethers by Wittig coupling was exploited for the convergent synthesis of pheromones from the Douglas-fir tussock moth and the olive fly Dacus oleae as well as an oxaspirolactone and C-
