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A Biomimetic Enantioselective Approach to the Decahydroquinoline Class of Dendrobatid Alkaloids
Author(s) -
Amat Mercedes,
Griera Rosa,
Fabregat Robert,
Molins Elies,
Bosch Joan
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200705888
Subject(s) - enantioselective synthesis , ammonia , chemistry , stereochemistry , organic chemistry , botany , biology , catalysis
A princely synthesis : The hypothetical key step in the biosynthesis of the decahydroquinoline dendrobatid alkaloids, such as cis ‐195 A found in frogs, from 1,5‐polycarbonyl derivatives is mimicked by using ( R )‐phenylglycinol as a chiral latent form of ammonia in a double cyclocondensation reaction.