Eine effiziente und stereoselektive Synthese von D‐erythro‐Sphingosin
- 15 November 1988
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 1988 (11) , 1103-1105
- https://doi.org/10.1002/jlac.198819881117
Abstract
An Efficient and Stereoselective Synthesis of D‐erythro‐SphingosineA highly stereoselective 3‐step synthesis, leading in 81% overall yield to D‐erythro‐sphingosine (8), is described. Several further examples for the nucleophilic addition to the serinal derivative 1 are given.Keywords
This publication has 17 references indexed in Scilit:
- Diastereoselektive Synthese von D,L-SphingosinAngewandte Chemie, 2006
- .alpha.-Amino acid derivatives as chiral educts for asymmetric products. Synthesis of sphingosine from .alpha.'-amino-.alpha.,.beta.-ynonesThe Journal of Organic Chemistry, 1986
- Synthesis of sphingosine relatives. Part IV. Synthesis and biological activity of the isomers and analogs of (4E,8E,2S,3R,2'R)-N-2'-hydroxyhexadecanoyl-9-methyl-4,8-sphingadienine, the ceramide portion of the fruiting-inducing cerebroside in a basidiomycete Schizophyllum commune.Agricultural and Biological Chemistry, 1986
- AN EFFICIENT SYNTHESIS OF (2S,3R)- AND (2S,3S)-SPHINGOSINEChemistry Letters, 1985
- An efficient synthesis of ceramide fromd-glucoseGlycoconjugate Journal, 1984
- Stereospecific synthesis of acyclic unsaturated amino alcohols. A new approach to threo and erythro sphingosineJournal of the American Chemical Society, 1983
- Diastereoselective Synthesis of D,L‐SphingosineAngewandte Chemie International Edition in English, 1982
- X-ray and NMR studies on thiazolidines: crystal structure and conformational equilibriums of N-acetyl-2-(p-tolyl)thiazolidine-4-carboxylic acid ad related thiazolidine derivativesJournal of the American Chemical Society, 1976
- Asymmetrische Synthesen, III. Die asymmetrische Strecker‐Synthese von aliphatischen α‐Methyl‐α‐aminosäurenEuropean Journal of Inorganic Chemistry, 1973
- Stereoselective synthesis of D-erythro-sphingosineJournal of the American Chemical Society, 1973