Showing papers on "Ferrier rearrangement published in 1994"
TL;DR: Diastereospecific glycosylation of racemic alcohols by reaction with suitable glycal derivatives in the presence of iodine provides easy access to both enantiomers as illustrated by the preparation of an optically pure α-hydroxy β-lactam that is an intermediate for the semisynthesis of taxol.
Abstract: Diastereospecific glycosylation of racemic alcohols by reaction with suitable glycal derivatives in the presence of iodine provides easy access to both enantiomers as illustrated by the preparation of an optically pure α-hydroxy β-lactam that is an intermediate for the semisynthesis of taxol
73 citations
TL;DR: In this paper, a short and facile entry to the 2, 3-unsaturated O-aryl glyco sides via microwave induced Ferrier rearrangement of acetylated glucal is reported.
31 citations
TL;DR: Suitably protected carbocyclic pseudo-sugars were synthesised from d -glucosamine via a Ferrier rearrangement as discussed by the authors. But their precursors were derived from β-1,4-pseudo-disaccharides related to the chitinase inhibitor, allosamidin.
13 citations
TL;DR: In this paper, cyclic and linear peptides are O-glycosylated by 3-(acylamino)glycals through activation with TMS triflate (trimethylsilyl trifluoromethanesulfonate) without Ferrier rearrangement.
8 citations
TL;DR: In this paper, the response of glycals substituted at C(1) with a tertiary cyclic carbinol was shown to vary strikingly as a function of ring size.
Abstract: The response of glycals substituted at C(1) with a tertiary cyclic carbinol is shown to vary strikingly as a function of ring size.
TL;DR: In this paper, α-Enone sugars such as 2,3dideoxy-α-D-hex-2-enopyranasid-4-uloses I and 3,4dideoxide-α,Dhex-3-ENOPyranosid-2,uloses II involving the corresponding C-2 and C-4 methylated sugars 5, 10a and 10b were successfully synthesized from D-glucose in high yields by simple laboratory processes.
Abstract: α-Enone sugars such as 2,3-dideoxy-α-D-hex-2-enopyranasid-4-uloses I and 3,4-dideoxy-α-D-hex-3-enopyranosid-2-uloses II involving the corresponding C-2 and C-4 methylated sugars 5, 10a and 10b were successfully synthesized from D-glucose in high yields by simple laboratory processes.