N-acyl 'quat' pyrrolidinone auxiliary as a chiral amide equivalent via direct aminolysis

N-acyl 'quat' pyrrolidinone auxiliary as a chiral amide equivalent via direct aminolysis

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A novel route to chiral amides through the efficient, non-racemising, cleavage of N-acyl side chains from a 'Quat' chiral auxiliary using N-centred nucleophiles is described. The synthetic utility of the procedure is then highlighted by the preparation of a range of succinamide and succini...

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Detaylı Bibliyografya
Asıl Yazarlar: Davies, S, Dixon, D
Materyal Türü: Journal article
Dil:English
Baskı/Yayın Bilgisi: 2002
Diğer Bilgiler
Özet:A novel route to chiral amides through the efficient, non-racemising, cleavage of N-acyl side chains from a 'Quat' chiral auxiliary using N-centred nucleophiles is described. The synthetic utility of the procedure is then highlighted by the preparation of a range of succinamide and succinimide derivatives and through the synthesis of the natural product (S)-(+)-amphetamine via a stereospecific Hofman type degradation using a hypervalent iodine reagent.

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