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Synthesis of Novel Quinone–Amino Acid Hybrids via Cross‐Enyne Metathesis and Diels–Alder Reaction as Key Steps
Author(s) -
Kotha Sambasivarao,
Mandal Kalyaneswar,
Banerjee Shaibal,
Mobin Shaikh M.
Publication year - 2007
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.200600970
Subject(s) - chemistry , enyne metathesis , diels–alder reaction , quinone , metathesis , enyne , stereochemistry , organic chemistry , combinatorial chemistry , catalysis , polymerization , polymer
A “Building Block Approach” for the synthesis of various quinone‐amino acid hybrids through ethylene cross‐enyne metathesis and Diels–Alder reaction as key steps is described. A library of comformationally constrained quinone‐based phenylalanine derivatives and dicarba analogs of cystine have been generated starting from a common precursor using Grubbs' catalysts. This methodology has also been extended for the synthesis of fullerene‐based dicarba analogs of cystine.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
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