Asymmetric synthesis of d - Ribo -phytosphingosine from 1-tetradecyne and (4-Methoxyphenoxy)acetaldehyde

Journal of Organic Chemistry

Volumn 75, Issue 13, 2010, Pages 4356-4364

  Liu, Zheng ^a   Byun, Hoe Sup ^a   Bittman, Robert ^a  

^a CITY UNIVERSITY OF NEW YORK   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNYLATIONS; ALKYNYLS; ASYMMETRIC EPOXIDATION; ASYMMETRIC SYNTHESIS; CLICK REACTION; DEPROTECTION; EPOXY ALCOHOLS; GLYCOSYL ACCEPTORS; MOSHER METHOD; PHYTOSPHINGOSINES; PROPARGYLIC ALCOHOLS; STEREOGENIC CENTERS; UNSATURATED ALDEHYDES; VICINAL COUPLING CONSTANTS;

ACETYLENE; ALDEHYDES; ELECTRON TRANSITIONS;

SYNTHESIS (CHEMICAL);

(4 METHOXYPHENOXY)ACETALDEHYDE; 1 (4' METHOXYPHENOXY) 2 AZIDOOCTADEC 5 YNE 3,4 DIOL; 1 (4' METHOXYPHENOXY) 2 OCTADECEN 5 YN 4 OL; 1 (4' METHOXYPHENOXY) 3,4 BIS(BENZYLOXY)OCTADEC 5 YN 2 AMINE; 1 [ [(4'' METHOXYPHENOXY)METHYL]OXIRAN 2' YL] PENTADEC 2 YN 1 OL; 1 O (ALPHA GALACTOPYRANOSYL) 2 HEXACOSANOYLAMINO 1,3,4 OCTADECANETRIOL; 2 (4' METHOXYPHENOXY) 1 [2' (TRICHLOROMETHYL) 4',5' DIHYDRO 5' (TETRADEC 1'' YNYL)OXAZOL 4' YL] ETHANOL; 2 AZIDOOCTADEC 5 YNE 1,3,4 TRIOL; 4 (4' METHOXYPHENOXY) 2 BUTENAL; 6 [(4' METHOXYPHENOXY)METHYL] 3 DODECYL 5,6 DIHYDRO 4H PYRROLO[1,2 C][1,2,3]TRIAZOL 4,5 DIYL ACETATE; 6 [(4' METHOXYPHENOXY)METHYL] 3 DODECYL 5,6 DIHYDRO 4H PYRROLO[1,2 C][1,2,3]TRIAZOLE 4,5 DIOL; ACETALDEHYDE; ALPHA GALACTOSYLCERAMIDE; AZIDE; DEXTRO RIBO PHYTOSPHINGOSINE; PHYTOSPHINGOSINE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ALKYNYLATION; ANALYTIC METHOD; ARTICLE; ASYMMETRIC CATALYSIS; ASYMMETRIC SYNTHESIS; CHEMICAL STRUCTURE; DEPROTECTION REACTION; EPOXIDATION; GLYCOSYLATION; RING OPENING; STEREOCHEMISTRY;

ACETALDEHYDE; ALKYLATION; ALKYNES; AZIDES; CATALYSIS; GALACTOSYLCERAMIDES; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; SPHINGOSINE; STEREOISOMERISM;

EID: 77954110478     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo100707d     Document Type: Article

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