Abstract
cis-Diphenylcyclopropanes upon direct excitation and triplet sensitization undergo geometric isomerization to the corresponding trans isomers. In solution the trans isomers are formed as a 1:1 enantiomeric or diasteromeric mixture. Upon inclusion within β-cyclodextrin the same molecules give the trans isomers enriched in one optical isomer. Enantiomeric excess and diasteromeric excess induced by the optically active host β-cyclodextrin although small is mechanistically significant.
Original language | English (US) |
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Pages (from-to) | 9229-9232 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 43 |
Issue number | 50 |
DOIs | |
State | Published - Dec 9 2002 |
Externally published | Yes |
Keywords
- Chiral induction
- Cyclodextrin
- Diphenylcyclopropane
- Photoisomerization
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery