1995
DOI: 10.1002/chin.199541126
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ChemInform Abstract: Functionalization of Tricyclo(4.1.0.02,7)heptanes by Phenylsulfonylbromination‐Dehydrobromination.

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Cited by 4 publications
(8 citation statements)
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“…The major products of acid-DOI: 10 catalyzed hydromethoxylation of 1-phenyltricycloheptane VI [6] were diastereoisomeric norcaranes VIIa and VIIb (56%); in addition, cycloheptene VIII (21%) and two norpinane diastereoisomers IXa and IXb (23%) were formed. Norpinane derivatives like IXa or IXb were not detected among hydromethoxylation products of tricycloheptanes I and III.…”
mentioning
confidence: 99%
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“…The major products of acid-DOI: 10 catalyzed hydromethoxylation of 1-phenyltricycloheptane VI [6] were diastereoisomeric norcaranes VIIa and VIIb (56%); in addition, cycloheptene VIII (21%) and two norpinane diastereoisomers IXa and IXb (23%) were formed. Norpinane derivatives like IXa or IXb were not detected among hydromethoxylation products of tricycloheptanes I and III.…”
mentioning
confidence: 99%
“…The reaction mixture obtained from tricycloheptane XI contained no sulfone XXIII (an analog of norpinane XVII); even traces of XXIII were not detected by GC-MS. An authentic sample of XXIII [10] remained unchanged upon prolonged keeping in methanol at 20°C in the presence of a catalytic amount of perchloric acid (Scheme 3).…”
mentioning
confidence: 99%
“…For instance, by this procedure nona-1,3-diene was obtained in 72% yield proceeding from 1-(bromomethylsulfonyl)oct-1-ene. We showed in [6] that the treatment with the typical Michael reagents, enolates of CH-acids, of bromomethyl β-styryl sulfone led to the cyclization initiated by Michael addition giving tetrahydrothiophene S,S-dioxide derivative.…”
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confidence: 99%
“…The minor component of the product mixture, sulfone IV was identified by comparing with an authentic sample[2] by GLC and NMR spectroscopy.The major , exo-2-H, exo-4-H, 3-H), 2.42-2.57 m (2H, endo-2-H, endo-4-H), 2.92 br.t (2H, 1-H, 5-H, J = 5.6 Hz), 3.13 t (1H, anti-7-H, J = 5.6 Hz), 3.83 t (1H, exo-6-H, J = 5.6 Hz), 7.58 t (2H, H arom , J = 7.6 Hz), 7.66 t (1H, H arom , J = 7.6 Hz), 7.90 d (2H, H arom , J = 7.6 Hz). 13 C NMR spectrum, δ C , ppm: 13.…”
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confidence: 99%