Controlled diastereoselectivity at the alkene-geometry through selective encapsulation: E-Z photoisomerization of oxazolidinone-functionalized enecarbamates within hydrophobic nano-cavities.
Photoisomerization of encapsulated Z-enecarbamates within the hydrophobic chiral cavities of gamma-CD showed higher diastereoselectivities in the photoproducts than those obtained in solution. The selective encapsulation of the enecarbamates and the following isomerization process are both diastereoselectively controlled by gamma-CD.
Saito
Hideaki
H
Department of Chemistry, Columbia University, 3000 Broadway, Mail Code 3119, New York, NY 10027, USA.
Sivaguru
J
J
Jockusch
Steffen
S
Dyer
Joanne
J
Inoue
Yoshihisa
Y
Adam
Waldemar
W
Turro
Nicholas J
NJ
D000475:Alkenes / Q000737:chemistry*; D002219:Carbamates / Q000737:chemistry*; D002942:Circular Dichroism; D007202:Indicators and Reagents; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D023303:Oxazolidinones / Q000737:chemistry*; D010777:Photochemistry; D012996:Solutions; D013237:Stereoisomerism
D000475:Alkenes; D002219:Carbamates; D007202:Indicators and Reagents; D023303:Oxazolidinones; D012996:Solutions