Final published version
Research output: Contribution to Journal/Magazine › Journal article › peer-review
Research output: Contribution to Journal/Magazine › Journal article › peer-review
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TY - JOUR
T1 - Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration
AU - Fulgheri, T.
AU - Cornwall, P.
AU - Turner, A.R.
AU - Sweeney, J.B.
AU - Gill, D.M.
PY - 2019/11/24
Y1 - 2019/11/24
N2 - 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.
AB - 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.
KW - Cycloaddition
KW - Enantioselectivity
KW - Hydroboration
KW - Kinetic resolution
KW - Regioselectivity
U2 - 10.1002/ejoc.201901407
DO - 10.1002/ejoc.201901407
M3 - Journal article
VL - 2019
SP - 7223
EP - 7227
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 43
ER -