Synthesis of amino acids of cyclopropylglycine series
Identifieur interne : 002103 ( Main/Exploration ); précédent : 002102; suivant : 002104Synthesis of amino acids of cyclopropylglycine series
Auteurs : N. V. Yashin [Russie] ; E. B. Averina [Russie] ; K. N. Sedenkova [Russie] ; T. S. Kuznetsova [Russie] ; N. S. Zefirov [Russie]Source :
- Russian Chemical Bulletin [ 1066-5285 ] ; 2013-04-01.
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Abstract
Abstract: The review covers methods of synthesis of amino acids of the cyclopropylglycine series published in the past decade. Main methods of synthesis of cyclopropylglycines are based on the carbene and ylide addition to alkenes, enzymatic reactions, the Kulinkovich cyclopropanation of esters and amides, MIRC reactions, the modification of cyclopropanecarbaldehydes by the Strecker reaction, and other transformations of functional groups of cyclopropanes. Particular attention is given to 2-carboxycyclopropylglycines and 3,4-methanoprolines. These compounds have attracted interest as conformationally rigid cyclopropane-containing analogs of glutamic acid and proline and also as components of physiologically active peptides. The physiological properties of cyclopropylglycines are briefly characterized.
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DOI: 10.1007/s11172-013-0123-0
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Main methods of synthesis of cyclopropylglycines are based on the carbene and ylide addition to alkenes, enzymatic reactions, the Kulinkovich cyclopropanation of esters and amides, MIRC reactions, the modification of cyclopropanecarbaldehydes by the Strecker reaction, and other transformations of functional groups of cyclopropanes. Particular attention is given to 2-carboxycyclopropylglycines and 3,4-methanoprolines. These compounds have attracted interest as conformationally rigid cyclopropane-containing analogs of glutamic acid and proline and also as components of physiologically active peptides. The physiological properties of cyclopropylglycines are briefly characterized.</div></front></TEI><affiliations><list><country><li>Russie</li></country><region><li>District fédéral central</li></region><settlement><li>Moscou</li></settlement></list><tree><country name="Russie"><region name="District fédéral central"><name sortKey="Yashin, N V" sort="Yashin, N V" uniqKey="Yashin N" first="N. V." last="Yashin">N. V. Yashin</name></region><name sortKey="Averina, E B" sort="Averina, E B" uniqKey="Averina E" first="E. B." last="Averina">E. B. Averina</name><name sortKey="Averina, E B" sort="Averina, E B" uniqKey="Averina E" first="E. B." last="Averina">E. B. Averina</name><name sortKey="Averina, E B" sort="Averina, E B" uniqKey="Averina E" first="E. B." last="Averina">E. B. Averina</name><name sortKey="Kuznetsova, T S" sort="Kuznetsova, T S" uniqKey="Kuznetsova T" first="T. S." last="Kuznetsova">T. S. Kuznetsova</name><name sortKey="Kuznetsova, T S" sort="Kuznetsova, T S" uniqKey="Kuznetsova T" first="T. S." last="Kuznetsova">T. S. Kuznetsova</name><name sortKey="Sedenkova, K N" sort="Sedenkova, K N" uniqKey="Sedenkova K" first="K. N." last="Sedenkova">K. N. Sedenkova</name><name sortKey="Sedenkova, K N" sort="Sedenkova, K N" uniqKey="Sedenkova K" first="K. N." last="Sedenkova">K. N. Sedenkova</name><name sortKey="Yashin, N V" sort="Yashin, N V" uniqKey="Yashin N" first="N. V." last="Yashin">N. V. Yashin</name><name sortKey="Zefirov, N S" sort="Zefirov, N S" uniqKey="Zefirov N" first="N. S." last="Zefirov">N. S. Zefirov</name><name sortKey="Zefirov, N S" sort="Zefirov, N S" uniqKey="Zefirov N" first="N. S." last="Zefirov">N. S. Zefirov</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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