Topic
Ferrier rearrangement
About: Ferrier rearrangement is a research topic. Over the lifetime, 321 publications have been published within this topic receiving 5524 citations.
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TL;DR: In this article, the C3-C14 segment of the novel antitumor agent laulimalide was constructed enantioselectively by utilizing a catalytic asymmetric hetero Diels-Alder reaction of benzyloxyacetaldehyde and Danishefsky's diene followed by Ferrier rearrangement and asymmetric conjugate reaction as the key steps.
Abstract: The C3-C14 segment of the novel antitumor agent laulimalide has been constructed enantioselectively by utilizing a catalytic asymmetric hetero Diels-Alder reaction of benzyloxyacetaldehyde and Danishefsky's diene followed by Ferrier rearrangement and asymmetric conjugate reaction as the key steps.
1 citations
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TL;DR: In this paper, an efficient method has been developed to generate a diverse array of indolizidines and quinolizidine from readily available aminaloalkynes via a gold(I)-catalyzed hydroaminaloxylation and Petasis-Ferrier rearrangement cascade.
Abstract: An efficient method has been developed to generate a diverse array of indolizidines and quinolizidines from readily available aminaloalkynes via a gold(I)-catalyzed hydroaminaloxylation and Petasis–Ferrier rearrangement cascade. The method enabled a formal synthesis of (±)-antofine.
1 citations
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TL;DR: A series of unsaturated O-glucosides were obtained from acetyl-Dglucal (I) in good yields and high anomeric selectivity.
Abstract: A series of unsaturated-O-glucosides are obtained from acetyl-D-glucal (I) in good yields and high anomeric selectivity.
1 citations
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TL;DR: In this paper, a Ferrier rearrangement was used to obtain the cyclohexanone from D-glucose and a convenient synthesis of crystalline pseudo-α-Dglucopyranose (15), its congeners (16), as well as their partially protected derivatives has been carried out.
Abstract: Starting from D-glucose and using the Ferrier rearrangement to obtain the cyclohexanone (1), a convenient synthesis of crystalline pseudo-α-D-glucopyranose (15), its congeners (16) and (17), as well as their partially protected derivatives has been carried out.
1 citations
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TL;DR: The reaction of derivatives of 3-acetyl-d-glucal, 3-et al. with sodium benzenesulfinate in acid medium catalyzed by HgSO4 afforded diastereoisomeric mixtures of the corresponding 2,3-dideoxy-3-(phenylsulfonyl)-hexopyranoses through a Ferrier rearrangement as mentioned in this paper.
Abstract: The reaction of derivatives of 3-acetyl-d-glucal, 3-acetyl-l-rhamnal, 3-acetyl-d-galactal, and 3-acetyl-d-lactal with sodium benzenesulfinate in acid medium catalyzed by HgSO4 afforded diastereoisomeric mixtures of the corresponding 2,3-dideoxy-3-(phenylsulfonyl)-hexopyranoses through a Ferrier rearrangement. The anomeric alkoxyl radical fragmentation of these γ-hydroxy sulfones using the system (diacetoxyiodo)benzene and iodine gave vinyl sulfones with structures of 1,2-dideoxy-4-O-formyl-2-(phenylsulfonyl)-pent-1-enitol and configurations d-erythro, l-erythro, and d-threo at the two stereogenic centers.
1 citations