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- W2053775923 abstract "reactions in the hands of synthetic chemists today. The thorough understanding of the stereochemical (Alder endo transition state rules') and regiochemical (concerted but non-synchronous formation of bondFselectivity of the Diels-Alder reaction which exists today allows one to construct a large variety of specifically substituted cyclohexene derivatives. However the applicability Of this reaction to the construction of highly useful cyclohexanone derivatives is rather limited. Because the usual reagent developed for this process, E-ethoxy-1,3-butadiene, 1, is cumbersome to prepare3 and possesses very low synthetic flexibility, there existed a need for a new reagent of this type which would circumvent these problems. We report now a solution to this problem with the development of the compound E-trimethylsilyloxy-1,3-butadiene 1. as a reactive diene comonent in Diels-Alder reactions? In particular we wish to indicate four important points about this 2-oxygenated-1,3-butadiene: a) the ease of preparation of the diene; b) its reactivity in Diels-Alder reactions; c) the susceptibility of its adducts 3 to various hydrolytic conditions; and d) the synthetic versatility of the adducts 3 especially with regard to the silyl enol ether functionality." @default.
- W2053775923 created "2016-06-24" @default.
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- W2053775923 date "1976-08-01" @default.
- W2053775923 modified "2023-09-26" @default.
- W2053775923 title "2-Trimethylsilyloxy-1,3-butadiene, a new reactive diene. Preparation and reactions" @default.
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- W2053775923 doi "https://doi.org/10.1016/s0040-4039(01)85493-9" @default.
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