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Cyclohexadiene amino acids synthesis

The intramolecular Diels-Alder cyclization of cyclohexadiene-l,2-dicarboxylic anhydride-derived diester-tethered triene (86) produces the cycloadducts in a ratio of 7 1 (Scheme 31). The intramolecular Diels-Alder reactions of amino acid-derived trienes (87) yield cycloaddition products (88) and (89) which are mainly cw-fused and derived from the exo-transition states (Scheme 32). A key reaction in the synthesis of the natural product momilactone A is the transannular Diels-Alder cyclization of the trans-trans-cis alkene (90) to the trans-syn-trans tricycle (91) (Scheme 33). The Diels-Alder cycloaddition of 1 l-oxapentacyclo[6,5,2,2 0 0 ]-heptadeca-4,14,16-triene-4,5-dicarboxylic anhydride (92) with cyclopentadiene proceeds with 5yn-facial selectivity to produce syn,endo and syn,exo cycloadducts (93) and (94)... [Pg.519]

PROBLEM 18.55 y-Aminobutyrate transaminase (GABA-T) is the key enzyme controUing the metabohsm of y-aminobu-tyric acid (GABA), a mammahan inhibitory neurotransmitter. In the following synthesis of the hydrochloride salt of the putative GABA-T inhibitor, 3-amino-1,4-cyclohexadiene-l-... [Pg.928]


See other pages where Cyclohexadiene amino acids synthesis is mentioned: [Pg.320]    [Pg.320]    [Pg.234]    [Pg.593]    [Pg.154]    [Pg.353]    [Pg.154]    [Pg.353]    [Pg.180]    [Pg.23]    [Pg.402]    [Pg.521]    [Pg.288]    [Pg.187]    [Pg.105]   


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