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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Letter Article

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

Author(s): Rosa Griera, Alexandre Pinto, Robert Fabregat, Eric Cots, Joan Bosch and Mercedes Amat*

Volume 15, Issue 5, 2018

Page: [335 - 339] Pages: 5

DOI: 10.2174/1570178615666171213143657

Price: $65

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.

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