Alkyl-alkadienyl ethers

The alkyl-alkadienyl ethers (68) and (69) were isolated as a white solid mixture these minor compounds from the Overjuyo and Coat ar Herno strains (together amounting to 1.1% of dry biomass) were identified as C51H100O2 C53H104O2 respectively. C-NMR and MS spectra... 

Metalatlon of 2-alkynyl and 1,2-alkadienyl tetrahydropyranyl ethers furane synthesis. /-Butyllithium metalates the lithium alkoxide 1 to afford the allenyllithium compound a quantitatively. This anion reacts with alkyl halides or CH3OH to afford 2. Another metalation-alkylation protonation sequence proceeds via b to afford 3. Hydrolysis of the latter intermediate affords furanes directly. The overall sequence can be performed in one pot from a propargyl tetrahydropyranyl ether, r-butyl-lithium, and an aldehyde. ... 

Simple alkyl ethers are readily available by appropriate alkylation with alkyl halides and, of such ethers, the allyl ethers are of special interest ". Allyl ethers from slightly more complex hydroxy acids have been obtained as carbanions by the addition of allyloxy ions to dialkyl (l,2-alkadienyl)phosphonates (Scheme 36), when the main products were the separable ketones 202 (37%) and 203 (19%) formed by Claisen rearrangements within the mesomeric ion 201 ". ... 

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