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Highly Regioselective Addition of Organozinc Reagents to 2‐Oxo‐1,2‐dihydropyrimidine‐5‐carboxylates Activated by BF 3 ·OEt 2 : Synthesis of 2‐Oxo‐1,2,3,4‐tetrahydropyrimidine‐5‐carboxylates
Author(s) -
Singh Kamaljit,
Chopra Rakesh
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300539
Subject(s) - chemistry , regioselectivity , reagent , alkyl , carboxylate , medicinal chemistry , stereochemistry , antagonist , agonist , organic chemistry , catalysis , receptor , biochemistry
The incorporation of alkyl as well as phenyl groups at C‐4, a key position of 2‐oxo‐1,2,3,4‐tetrahydropyrimidine‐5‐carboxylates, responsible for antagonist/agonist switching of the calcium channel blocking activity of these compounds, has been achieved by the addition of organozinc reagents to the corresponding 2‐oxo‐1,2‐dihydropyrimidine‐5‐carboxylate derivatives catalysed by BF 3 OEt 2 .

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