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

Fulgheri, T. and Cornwall, P. and Turner, A.R. and Sweeney, J.B. and Gill, D.M. (2019) Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration. European Journal of Organic Chemistry, 2019 (43). pp. 7223-7227. ISSN 1434-193X

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Abstract

Simple, parallel and dynamic: asymmetric hydroboration reactions of racemic intramolecular Diels‐Alder furan (IMDAF) cycloadducts give regiodivergent outcomes in which simple, parallel and dynamic kinetic resolutions of the substrate enantiomers may be observed. 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.

Item Type:
Journal Article
Journal or Publication Title:
European Journal of Organic Chemistry
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1606
Subjects:
ID Code:
148003
Deposited By:
Deposited On:
06 Oct 2020 13:40
Refereed?:
Yes
Published?:
Published
Last Modified:
20 Oct 2020 07:56