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

doi:10.1002/ejoc.201901407

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 journal › Article › peer-review

5 Citations (Scopus)

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 language	English
Pages (from-to)	7223-7227
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2019
Issue number	43
Early online date	18 Oct 2019
DOIs	https://doi.org/10.1002/ejoc.201901407
Publication status	Published - 24 Nov 2019

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title = "Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration",

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.",

keywords = "Cycloaddition, Enantioselectivity, Hydroboration, Kinetic resolution, Regioselectivity",

author = "Tamara Fulgheri and Philip Cornwall and Turner, {Andrew R.} and Sweeney, {Joseph B.} and Gill, {Duncan M.}",

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AU - Fulgheri, Tamara

AU - Cornwall, Philip

AU - Turner, Andrew R.

AU - Sweeney, Joseph B.

AU - Gill, Duncan M.

PY - 2019/11/24

Y1 - 2019/11/24

N2 - 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.

AB - 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.

KW - Cycloaddition

KW - Enantioselectivity

KW - Hydroboration

KW - Kinetic resolution

KW - Regioselectivity

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JO - Justus Liebigs Annalen der Chemie

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

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Duncan Gill

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

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Duncan Gill

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