Enantiodifferentiating [2+2] photocycloaddition of cyclohexenone carboxylic acid with ethylene using 8-phenylmenthyl amine as a chiral template

Enantiodifferentiating [2+2] photocycloaddition of cyclohexenone carboxylic acid with the smallest olefin, ethylene, was accomplished using 8-phenylmenthyl amine as a chiral template. Particularly, we succeeded in enhancing the enantiomeric excess (ee) value by selective excitation of a chiral subst...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2014-03, Vol.55 (13), p.2123-2126
Main Authors: Yanagisawa, Yuuki, Nishiyama, Yasuhiro, Tanimoto, Hiroki, Morimoto, Tsumoru, Kakiuchi, Kiyomi
Format: Article
Language:English
Subjects:
[2+2] Photocycloaddition
Amines
Carboxylic acids
Chiral template
Cyclobutane
Enantiodifferentiating
Ethylene
Excitation
Olefins
Tetrahedrons
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Enantiodifferentiating [2+2] photocycloaddition of cyclohexenone carboxylic acid with the smallest olefin, ethylene, was accomplished using 8-phenylmenthyl amine as a chiral template. Particularly, we succeeded in enhancing the enantiomeric excess (ee) value by selective excitation of a chiral substrate–template supramolecular complex.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.02.033