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- W2109492719 abstract "Abstract A stereospecific 18 O‐labelling study shows that the syn ‐hydroxy group is preferentially lost from the syn, anti ‐title diol upon i ‐C 4 H 10 chemical ionization, indicating occurrence of a stereoelectronic effect in this process. A collision‐induced dissociation study of deuterium‐ and 18 O‐labelled analogs shows that a symmetrical ether structure is not formed in the above process by an S N i mechanism. This result leads to the conclusion that the stereoelectronic assistance of the anti ‐OH group in the loss of the syn ‐hydroxyl is expressed either in a weak transition state interaction or by other processes such as β‐elimination via hydrogen transfer with concomitant double bond formation." @default.
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- W2109492719 date "1989-01-01" @default.
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- W2109492719 title "Propellanes 100. The Nature of the Stereoelectronic Effect in the Highly Stereospecific Hydroxyl Elimination from <i>syn, anti</i> ‐[4.3.3]Propellane‐8,11‐diol upon Isobutane Chemical Ionization" @default.
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- W2109492719 doi "https://doi.org/10.1002/ijch.198900019" @default.
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