Chemoenzymatic Enantioselective Formal Synthesis of (-)-Gephyrotoxin-223
نویسندگان
چکیده مقاله:
(-)-Gephyrotoxin-223 was formally synthesized from chiral synthon 1 which has been chemoenzymatically synthesized in the presence of Candida Antartica lipase.
منابع مشابه
chemoenzymatic enantioselective formal synthesis of (-)-gephyrotoxin-223
(-)-gephyrotoxin-223 was formally synthesized from chiral synthon 1 which has been chemoenzymatically synthesized in the presence of candida antartica lipase.
متن کاملAn enantioselective formal synthesis of (+)-Gephyrotoxin 287C
The tricyclic skeleton of the gephyrotoxin amphibian alkaloids was synthesized via an enantioselective serial sequence involving nine discrete steps that furnished Kishi’s intermediate 5 in 22% overall yield. This efficient and expeditious synthetic approach exploits the inherent stereochemistry of a (1R)-2-tropinone derivative for the construction of the core cis-2,5disubstituted pyrrolidine r...
متن کاملChemoenzymatic formal synthesis of (-)- and (+)-epibatidine.
The cis-dihydrocatechol, derived from enzymatic cis-dihydroxylation of bromobenzene using the microorganism Pseudomonas putida UV4, was converted into (-)-epibatidine in eleven steps with complete stereocontrol. In addition, an unprecedented palladium-catalysed disproportionation reaction gave the (+)-enantiomer of an advanced key intermediate employed in a previous synthesis of epibatidine.
متن کاملEnantioselective formal total synthesis of (-)-dysidiolide.
[reaction: see text] An enantioselective formal total synthesis of the sesterterpene (-)-dysidiolide 1 beginning with an intermolecular Diels-Alder reaction of the allene ester 3 and the silyloxydiene 10 is reported.
متن کاملA Catalytic, Enantioselective Formal Synthesis of (+)-Dichroanone and (+)-Taiwaniaquinone H
A catalytic, enantioselective formal synthesis of (+)-dichroanone and (+)-taiwaniaquinone H is reported. The all-carbon quaternary stereocenter was constructed by asymmetric conjugate addition catalyzed by a palladium(II) (S)-tert-butylpyridinooxazoline complex. The unexpected formation of a [3.2.1] bicyclic intermediate required the identification of a new route. Analysis of the Hammett consta...
متن کاملEnantioselective formal synthesis of ent-rhynchophylline and ent-isorhynchophylline.
Starting from (S)-tryptophanol, a formal synthesis of ent-rhynchophylline and ent-isorhynchophylline, involving stereoselective cyclocondensation, spirocyclization, and alkylation reactions, and the final adjustment of the oxidation level at the oxindole and piperidine moieties, is reported.
متن کاملمنابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ذخیره در منابع من قبلا به منابع من ذحیره شده{@ msg_add @}
عنوان ژورنال
دوره 25 شماره 1
صفحات 31- 38
تاریخ انتشار 2006-03-01
با دنبال کردن یک ژورنال هنگامی که شماره جدید این ژورنال منتشر می شود به شما از طریق ایمیل اطلاع داده می شود.
میزبانی شده توسط پلتفرم ابری doprax.com
copyright © 2015-2023