Synthesis of cyclophellitol utilizing a palladium chloride mediated-Ferrier-II rearrangement.
نویسندگان
چکیده
Cyclophellitol and its C3-epimer have been synthesized from5-enoglucopyranoside and 5-enomannopyranoside, respectively. The carbocyclic skeletonwas constructed through a Ferrier-II reaction meditated by PdCl2.
منابع مشابه
Polystyrene Supported [N-(Alanine) Sulfonamide]/Palladium Chloride: Synthesis, Characterization, for Heck Coupling Reactions
Abstract As a monomer, the [N-(alanine)] para-styrene sulfonamide (ASS) was prepared, from the reaction of para-styrene sulfonyl chloride and (S)-(+)-alanine in the presence of KOH 1M as a base, and CH3Cl was used as solvent. The monomer confirmed using FT-IR and 1H-NMR spectroscopy. Polystyrene [N-(alanine) sulfonamide] (PASS) was also prepared from the polymerization of [N-(alanine)] pa...
متن کاملCyanuric Chloride as an Efficient Catalyst for the Synthesis of 2,3-Unsaturated O-Glycosides by Ferrier Rearrangement
Cyanuric chloride has been found to be an efficient catalyst for the synthesis of 2,3-unsaturated O-glycosides from the reaction of 3,4,6-tri-O-acetyl-D-glucal and a wide range of alcohols in dichloromethane at room temperature. The experimental procedure is simple, and the products are obtained in high yields.
متن کاملSynthesis of nanostructured palladium, palladium oxide and palladium-palladium oxide nanocomposite by the gel combustion method and application as catalyst of hydrogen release
This paper presents a new gel combustion method to synthesize palladium nanoparticles, palladium oxide (PdO) nanoparticles and palladium-palladium oxide nanocomposites. In the proposed method, there are some effective parameters including palladium chloride concentration, polyvinyl alcohol (PVA) concentration, acid concentration, solvent composition and combustion temperature that their values ...
متن کاملEfficient carbon-Ferrier rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside
A carbon-Ferrier rearrangement on glycals has been performed by using ceric ammonium nitrate to obtain products in moderate to good yields with high selectivity. The versatility of this method has been demonstrated by applying it to differently protected glycals and by employing several nucleophiles. The obtained C-allyl glycoside has been utilized for the synthesis of a orthogonally protected ...
متن کاملTotal synthesis of lycorine-type alkaloids by cyclopropyl ring-opening rearrangement.
A practical method for the synthesis of lycorine-type alkaloids with cis-B/C ring structure has been developed. Based on the reactions of aminocyclization, palladium-mediated arylation and especially cyclopropyl ring-opening rearrangement, the synthesis of anhydrocaranine, (±)-γ-lycorane and putative (±)-amarbellisine was accomplished.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Molecules
دوره 10 8 شماره
صفحات -
تاریخ انتشار 2005