Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration

Tamara Fulgheri, Philip Cornwall, Andrew R. Turner, Joseph B. Sweeney, Duncan M. Gill

Research output: Contribution to journalArticle

Abstract

We report parallel kinetic resolution of intramolecular Diels-Alder cycloadducts, where up to five stereocentres are defined using asymmetric hydroboration as the enantiodiscriminating reaction, and reveal evidence for dynamic kinetic resolution based on a reversible cycloaddition.

Original languageEnglish
Pages (from-to)7223-7227
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2019
Issue number43
Early online date18 Oct 2019
DOIs
Publication statusPublished - 24 Nov 2019

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hydroboration
furans
Kinetics
Cycloaddition
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cycloaddition
furan

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Fulgheri, Tamara ; Cornwall, Philip ; Turner, Andrew R. ; Sweeney, Joseph B. ; Gill, Duncan M. / Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration. In: European Journal of Organic Chemistry. 2019 ; Vol. 2019, No. 43. pp. 7223-7227.
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Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration. / Fulgheri, Tamara; Cornwall, Philip; Turner, Andrew R.; Sweeney, Joseph B.; Gill, Duncan M.

In: European Journal of Organic Chemistry, Vol. 2019, No. 43, 24.11.2019, p. 7223-7227.

Research output: Contribution to journalArticle

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AU - Fulgheri, Tamara

AU - Cornwall, Philip

AU - Turner, Andrew R.

AU - Sweeney, Joseph B.

AU - Gill, Duncan M.

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KW - Enantioselectivity

KW - Hydroboration

KW - Kinetic resolution

KW - Regioselectivity

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