Total Synthesis of cis-Clavicipitic Acid from Asparagine via Ir-Catalyzed C-H bond Activation as a Key Step.
نویسندگان
چکیده
4-Substituted tryptophan derivatives and the total synthesis of cis-clavicipitic acid were achieved in reactions in which Ir-catalyzed C-H bond activation was a key step. The starting material for these reactions is asparagine, which is a cheap natural amino acid. The reductive amination step from the 4-substituted tryptophan derivative gave cis-clavicipitic acid with perfect diastereoselectivity.
منابع مشابه
[Development of unprotected syntheses in aqueous media].
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A detailed mechanism of the Rh(I)-catalyzed carboxylation of simple aromatic compounds via C–H bond activation was investigated. Kinetic studies with model compounds of the postulated key intermediates revealed that 14-electron complexes, RhMe(dcype) and RhPh(dcype), participated in the C–H bond activation step and the carboxylation step, respectively. Interestingly, the undesired carboxylation...
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عنوان ژورنال:
- Chemistry
دوره 21 32 شماره
صفحات -
تاریخ انتشار 2015