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Stereoselective [2,3]-sigmatropic wittig rearrangement of benzyl ethers derived from vinylcuprate adducts of (R)-2,3-O-isopropylidenegiyceraldehyde

โœ Scribed by Peter Metz; Andreas Schoop

Publisher
Elsevier Science
Year
1995
Tongue
French
Weight
528 KB
Volume
51
Category
Article
ISSN
0040-4020

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Stereoselective [2,3]-wittig rearrangeme
Stereoselective [2,3]-wittig rearrangement of (1S,2R)-1-amino-indan-2-ol derived amide enolates
โœ Michael H. Kress; Chunhua Yang; Nobuyoshi Yasuda; E.J.J. Grabowski ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 264 KB

An efficient, diastereoselective [2,3]-Wittig rearrangement of~x-allyloxyamide enolates has been developed using (1S,2R)-l-amino-indan-2-ol as a chiral auxiliary. After auxiliary removal, the resultant optically active a-hydroxy acids have been transformed to functionalized amino acid derivatives.