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1 article(s) from Reeves, Claire E

Efficient syntheses of climate relevant isoprene nitrates and (1R,5S)-(−)-myrtenol nitrate

Sean P. Bew,
Glyn D. Hiatt-Gipson,
Graham P. Mills and
Claire E. Reeves

Beilstein J. Org. Chem. 2016, 12, 1081–1095, doi:10.3762/bjoc.12.103

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Scheme 1: Simplified overview outlining how a small number of different IPNs are synthesised and are able to ...

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Scheme 2: Protocols for the synthesis of O-nitrated alcohols using (±)-isoprene epoxide and 2° alcohols as st...

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Scheme 3: Attempted synthesis of O-nitrate ester rac-19 and rac-20 synthesis.

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Scheme 4: Olah et al. O-nitrated alcohol syntheses of 23–33 using N-nitro-2,4-6-trimethylpyridinium tetrafluo...

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Scheme 5: O-nitration study using 22 and the alcohols 34–37.

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Scheme 6: Silver nitrate mediated synthesis of 2-oxopropyl nitrate 43.

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Scheme 7: Application of isoprene for the synthesis of precursors to IPNs and synthesis via ‘halide for nitra...

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Scheme 8: Synthesis of (E)-3-methyl-4-chlorobut-2-en-1-ol ((E)-60) and (Z)-3-methyl-4-chlorobut-2-en-1-ol ((Z...

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Scheme 9: Using NOESY interactions to establish the conformations of the C=C bonds within (E)-10 and (Z)-9.

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Scheme 10: Synthesis of isoprene nitrates (E)-11 and (Z)-12 from ketone 63.

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Scheme 11: Attempted synthesis of rac-8 from O-mesylate rac-71.

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Scheme 12: Synthesis of O-nitrate 73 from O-mesylate 72.

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Scheme 13: Attempted synthesis of 2° alcohol containing 1° nitrate ester rac-19 and the unexpected synthesis o...

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Scheme 14: Synthesis of monoterpene derived (1R,5S)-(−)-myrtenol nitrate 86.

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Published 27 May 2016

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