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- W2949204442 abstract "The reaction of a series of allyl-substituted bis(phenylsulfony1)- methanes or dimethyl malonates with 2,3-bis(phenylsulfonyl)- l13-butadiene in the presence of base afforded alkenyl-substituted allenes in good yield. The reaction proceeds by initial attack of the soft carbanion onto the terminal position of the diene and subsequent PhS02- elimination to give the phenylsulfonyl sub- stituted allene. The thermal reactions of these phenylsulfonyl allenes gave (2+2)-cycloadducts. Only the Cl-C2 double bond of the alleneparticipates in the (2+2)-cycloaddition. Stepwise bonding prefers to occur in a 1 ,&ex0 manner rather than in a 1,7-endo fashion. The formation of all products can be rationalized by a mechanism which includes an initial carbon-carbon bond formation involving the central allene carbon to give a diradical intermediate. The product distribution is then determined by the substitution pattern of the alkene and the fate of the diradical intermediate." @default.
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- W2949204442 date "2010-08-04" @default.
- W2949204442 modified "2023-09-25" @default.
- W2949204442 title "ChemInform Abstract: Cycloaddition Reactions of Unsaturated Sulfones" @default.
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- W2949204442 doi "https://doi.org/10.1002/chin.199649295" @default.
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