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- W2024256079 abstract "Reductive Transformations, 18[2]. – Cycloannulation and Bridging of Cyclooctatetraene[1]Reductive alkylations of cyclooctatetraene (1) with biselectrophiles have hitherto been described as proceeding solely under 1,2-cycloannulation. Using different alkylating agents with varying chain lengths, conformational mobility, and leaving groups we succeeded in achieving regio- and stereoselective reactions of the intermediate monoalkyl monoanion 3. By systematic variation of the biselectrophiles the subtle competition of 1,2- versus 1,4- and of 1,n-cis- versus 1,n-trans-cyclization is elucidated. It is shown that the regio- and stereoselectivity are controlled mainly by the structure of the alkylating reagents while other parameters such as solvent or leaving group do not play an important role. Reductive alkylation of 1 provides an easy access to a large number of compounds which may be oxidized to new cyclooctatetraene systems or serve as substrates for further skeletal rearrangements. – X- ray structure analyses are performed for compounds 15, 27 a, 28, and 29." @default.
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- W2024256079 date "1991-12-01" @default.
- W2024256079 modified "2023-09-24" @default.
- W2024256079 title "Reduktive Umwandlungen, 18(2) Cycloanellierung und Überbrückung von Cyclooctatetraen(1)" @default.
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- W2024256079 doi "https://doi.org/10.1002/cber.19911241226" @default.
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