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Stereoselective Formation and Rearrangement of Morpholinium Ylides Derived from Copper Carbenoids.

โœ Scribed by Kevin W. Glaeske; B. N. Naidu; F. G. West


Publisher
John Wiley and Sons
Year
2003
Weight
110 KB
Volume
34
Category
Article
ISSN
0931-7597

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๐Ÿ“œ SIMILAR VOLUMES


Stereoselective formation and rearrangem
โœ Kevin W. Glaeske; B.N. Naidu; F.G. West ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 153 KB

Amino diazoacetoacetates 4a-e and 7a,b were prepared from readily available amino alcohols and subjected to copper-catalyzed carbene-transfer reaction. Substrates 4c-e furnished the morpholin-2-ones 5c-e in good yield via the corresponding cyclic ammonium ylides, albeit with poor diastereoselectivit

Synthesis of cyclic ethers from copper c
โœ J.Stephen Clark; Steven A. Krowiak; Leslie J. Street ๐Ÿ“‚ Article ๐Ÿ“… 1993 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 286 KB

Copper carbenoids undergo efficient intramolecular insertion into ally1 ethers, and 'the resulting ylide-type species rearrange to furnish cyclic ethers (ring sizes 6-8) in high yield. Copper(E) hexafluoroacetylacetonate is an extremely efficient catalyst for this reaction, and use of this complex

Asymmetric Synthesis of Cyclic Ethers by
โœ J.Stephen Clark; Mark Fretwell; Gavin A. Whitlock; Christopher J. Burns; David N ๐Ÿ“‚ Article ๐Ÿ“… 1998 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 639 KB

Tetmhydrofumn-3-ones and tetrahydropymrr-3-ones can be prepmedenrmtiosekxtively by rearrangementof the ylide-typeintermediatesgeneratedby the reactionof a chiral copper carbenoidwith the oxygenatom of a pendant allylic ether. Cyclic ethers with enantiomericexcesses of up to 57% have been obtainedusi

Co(III)-salen catalyzed carbenoid reacti
โœ Tsutomu Fukuda; Tsutomu Katsuki ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 224 KB

Allyi aryl sulfides and diazoacetic acid esters react in the presence of optically active Co(lll)salen complex (4) with good enantioselectivity, to give the [2,31sigmatropic rearrangement products, 2arylthio-3-aryl-4-pentenoic acid esters, via the corresponding S-ylides.