Ring Expansion of Azetidines to Pyrrolidines
نویسندگان
چکیده
منابع مشابه
Diastereoselective synthesis of functionalized pyrrolidines through N-bromosuccinimide-induced aziridine ring expansion cascade of cinnamylaziridine.
An efficient aziridine ring expansion cascade of cinnamylaziridine has been developed. N-Bromosuccinimide was used as the promoter. The resulting functionalized pyrrolidines are the fundamental units of many useful molecules.
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Room temperature iodocyclisation of homoallylamines stereoselectively delivers functionalised 2-(iodomethyl)azetidine derivatives in high yield. Increasing reaction temperature from 20 °C to 50 °C switches the reaction outcome to realise the stereoselective formation of functionalised 3-iodopyrrolidine derivatives. It was shown that these pyrrolidines are formed via thermal isomerisation of the...
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Electrophilic ring opening of spiro-cyclopropanecarboxylated sugars followed by reaction with DBU revealed interesting ring-contraction and ring-expansion reactions depending on the substrate and the kind of hydroxyl protective group present adjacent to the spiro center. A stereoselective method for accessing a new class of carbon chain extended keto-furanoses and C-glycosylated bicyclic compou...
متن کاملRapid synthesis of substituted pyrrolines and pyrrolidines by nucleophilic ring closure at activated oximes.
Substituted pyrrolines are available by ring closure initiated by direct nucleophilic attack of stabilized enolates at the nitrogen of oximes activated with a leaving group, in a process which effectively out-competes the more usual Beckmann rearrangement. Subsequent reduction provides diastereoselective access to the corresponding pyrrolidines. This provides a rapid route to saturated heterocy...
متن کاملRing expansion via olefin metathesis.
Various macrocycles were prepared in one step by a novel ring-expansion method using olefin metathesis.
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ژورنال
عنوان ژورنال: Bulletin of the Chemical Society of Japan
سال: 1970
ISSN: 0009-2673,1348-0634
DOI: 10.1246/bcsj.43.3287