| Title : Resolution of an iridoid synthon, gastrolactol, by means of dynamic acetylation and lipase-catalyzed alcoholysis - Santangelo_2001_J.Org.Chem_66_5384 |
| Author(s) : Santangelo EM , Rotticci D , Liblikas I , Norin T , Unelius CR |
| Ref : J Org Chem , 66 :5384 , 2001 |
|
Abstract :
A short synthetic route to asymmetric iridoids was developed. The three key steps were an intramolecular [4 + 2] cycloaddition reaction of an enamine derivative of 8-oxocitral (2), a dynamic acetylation, and an enzymatic resolution of the gastrolactyl acetates 5a and 5b, iridoids with three stereocenters. Some regio- and stereoselective heterogeneous catalytic hydrogenations of double bonds in iridoid aglucones were discussed. |
| PubMedSearch : Santangelo_2001_J.Org.Chem_66_5384 |
| PubMedID: 11485459 |
Santangelo EM, Rotticci D, Liblikas I, Norin T, Unelius CR (2001)
Resolution of an iridoid synthon, gastrolactol, by means of dynamic acetylation and lipase-catalyzed alcoholysis
J Org Chem
66 :5384
Santangelo EM, Rotticci D, Liblikas I, Norin T, Unelius CR (2001)
J Org Chem
66 :5384