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 |
|---|---|
| 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 |
Fingerprint
Keywords
- Chiral induction
- Cyclodextrin
- Diphenylcyclopropane
- Photoisomerization
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
Cyclodextrin mediated enantio and diastereoselective geometric photoisomerization of diphenylcyclopropane and its derivatives. / Koodanjeri, Smriti; Ramamurthy, Vaidhyanathan.
In: Tetrahedron Letters, Vol. 43, No. 50, 09.12.2002, p. 9229-9232.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Cyclodextrin mediated enantio and diastereoselective geometric photoisomerization of diphenylcyclopropane and its derivatives
AU - Koodanjeri, Smriti
AU - Ramamurthy, Vaidhyanathan
PY - 2002/12/9
Y1 - 2002/12/9
N2 - 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.
AB - 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.
KW - Chiral induction
KW - Cyclodextrin
KW - Diphenylcyclopropane
KW - Photoisomerization
UR - http://www.scopus.com/inward/record.url?scp=0037049190&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0037049190&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(02)02231-1
DO - 10.1016/S0040-4039(02)02231-1
M3 - Article
AN - SCOPUS:0037049190
VL - 43
SP - 9229
EP - 9232
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 50
ER -