- Synthesis of cyclic ethers and allylic sulfides by rearrangement of phenylsulfanyl substituted 1,n-diols with toluene-p-sulfonic acid and with toluene-p-sulfonyl chloride
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Rearrangement of a series of l,n-diols (n = 2 to 12), with a PhS-group adjacent to one OH group, under two sets of conditions gives single compounds in excellent yield drawn for four possible classes of products. The effect of the chain length helps in the understanding of the different cyclisation modes and the mechanism of the rearrangements. The Royal Society of Chemistry 1999.
- Djakovitch, Laurent,Eames, Jason,Fox, David J.,Sansbury, Francis H.,Warren, Stuart
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p. 2771 - 2782
(2007/10/03)
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- Temperature effect on [2+2] intramolecular photocycloadditions
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The temperature dependence of intramolecular [2+2] photocycloadditions has been studied for two series of cyclohexenones, α- and β-linked, respectively, to a variously substituted olefin moiety via a trimethylene chain. With one exception, the disappearance quantum yield of the starting material decreases sharply in a narrow temperature range to approximately one-half of its initial value. No such sharp temperature effect was observed on the product ratio, which either remains constant or varies monotonically over the entire temperature range. This indicates that the temperature effects on the disappearance rate and on the product distribution refer to two distinct processes. A mechanism rationalizing this behavior is proposed.
- Becker, Dan,Cohen-Arazi, Yael
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p. 8278 - 8284
(2007/10/03)
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- 4,8-Tridecadien-1-ol,4 cis,8 cis,trans
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Synthesis of the sex pheromone, (7Z,11Z/E)-7,11-hexadecadienyl acetate, of the pink bollworm moth, Pectinophora gossypiella, and intermediates therefor.
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