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Facile Entry to 4,5,6,7‐Tetrahydro[1,2,3]triazolo[1,5‐ a ]pyrazin‐6‐ones from Amines and Amino Acids
Author(s) -
Sai Sudhir V.,
Nasir Baig R. B.,
Chandrasekaran Srinivasan
Publication year - 2008
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.200800036
Subject(s) - enantiopure drug , chemistry , intramolecular force , regioselectivity , click chemistry , amino acid , combinatorial chemistry , primary (astronomy) , organic chemistry , stereochemistry , catalysis , enantioselective synthesis , biochemistry , physics , astronomy
A practical and high‐yielding regioselective synthesis ofseveral enantiopure 4,5,6,7‐tetrahydro[1,2,3]triazolo[1,5‐ a ]pyrazin‐6‐ones is described starting from primary amines and α‐amino acid derivatives in a three‐step reaction sequence by employing a constrained intramolecular “click” reaction as the key step. The method obviates chromatographic purification of products.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)