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- W2005478907 abstract "The thermal intramolecular cycloaddition reactions of variously substituted allenyl 3-vinyl-2-cyclohexenyl thioethers and sulfones and the base-catalyzed intramolecular cycloaddition reactions of several propargyl 3-vinyl-2-cyclohexenyl thioethers have been investigated. When there was no steric congestion in the transition state, the substrates gave Diels-Alder ([4+2]) adducts. When a substituent was introduced at C(2) of the cyclohexene in such way as to disfavor the s-cis conformation of the butadiene moiety in the transition state, novel [2+2] cycloadducts 4, 37, and 40 were obtained from allenyl sulfones, 1b, 25, and 27, and allenyl thioether 20b underwent a tandem [2+2] cycloaddition/ [3,3]-sigmatropic rearrangement reaction sequence to produce 30 as the major product. C(4)-substituted compounds 22a,b and 28 underwent Diels-Alder ([4+2]) reactions exclusively; C(6)-substituted allenyl thioethers 24a, b and 26 did not afford the cycloadducts. The structure of [2+2] adduct 4 was confirmed by single-crystal X-ray analysis to be a strained tricyclic containing 4-, 5-, and 6-membered rings" @default.
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- W2005478907 date "2010-08-19" @default.
- W2005478907 modified "2023-09-26" @default.
- W2005478907 title "ChemInform Abstract: Periselective Intramolecular Cycloaddition of Allenyl Thioethers and Allenyl Sulfones." @default.
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- W2005478907 doi "https://doi.org/10.1002/chin.199436063" @default.
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