Submit Manuscript  

Article Details


Removal of the Chiral Inductor from Phenylglycinol-derived Tricyclic Lactams. Unexpected Generation of Chiral trans-Hydrochromene Lactones

[ Vol. 15 , Issue. 5 ]

Author(s):

Rosa Griera, Alexandre Pinto, Robert Fabregat, Eric Cots, Joan Bosch and Mercedes Amat*   Pages 335 - 339 ( 5 )

Abstract:


In the search for synthetic routes for the preparation of cis- and trans- decahydroquinolin-2- ones, a procedure for the generation of enantiopure trans-hydrochromene lactones, by treatment of (R)- phenylglycinol-derived oxazoloquinolone lactams with Na/liq. NH3 followed by acidification, has been developed.

Keywords:

Decahydroquinoline, debenzylation, lactams, lactones, perhydrochromene, sodium-ammonia.

Affiliation:

Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, Institute of Biomedicine (IBUB), University of Barcelona, 08028-Barcelona, Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, Institute of Biomedicine (IBUB), University of Barcelona, 08028-Barcelona, Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, Institute of Biomedicine (IBUB), University of Barcelona, 08028-Barcelona, Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, Institute of Biomedicine (IBUB), University of Barcelona, 08028-Barcelona, Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, Institute of Biomedicine (IBUB), University of Barcelona, 08028-Barcelona, Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, Institute of Biomedicine (IBUB), University of Barcelona, 08028-Barcelona

Graphical Abstract:



Read Full-Text article