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 - Enantioselective intermolecular [2+2] photocycloadditions of isoquinolone mediated by a chiral hydrogen-bonding template
AU - Coote, Susannah
AU - Bach, Thorsten
PY - 2013/10/9
Y1 - 2013/10/9
N2 - The first examples of enantioselective intermolecular [2+2] photocycloadditions of isoquinolone with alkenes are reported. Photoreactions were carried out at low temperature in the presence of a chiral hydrogen-bonding template, which effectively shields one face of the substrate through formation of a hydrogen-bonded supramolecular complex. Functionalized cyclobutane products were obtained in excellent yields (86−98%) and with outstanding regio-, diastereo-, and enantioselectivity (88−99% ee).
AB - The first examples of enantioselective intermolecular [2+2] photocycloadditions of isoquinolone with alkenes are reported. Photoreactions were carried out at low temperature in the presence of a chiral hydrogen-bonding template, which effectively shields one face of the substrate through formation of a hydrogen-bonded supramolecular complex. Functionalized cyclobutane products were obtained in excellent yields (86−98%) and with outstanding regio-, diastereo-, and enantioselectivity (88−99% ee).
KW - Photochemistry
KW - Enantioselectivity
KW - [2+2] Photocycloaddition
U2 - 10.1021/ja408167r
DO - 10.1021/ja408167r
M3 - Journal article
VL - 135
SP - 14948
EP - 14951
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
ER -