Unexpected cleavage of 2-azido-2-(hydroxymethyl)oxetanes: Conformation determines reaction pathway?

Journal of Organic Chemistry

Volumn 75, Issue 22, 2010, Pages 7565-7572

  Farber, Elisa ^a   Herget, Jackson ^a   Gascón, José A ^a   Howell, Amy R ^a  

^a UNIVERSITY OF CONNECTICUT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CONFORMATIONAL DIFFERENCES; OXETANES; OXETANYL; QUANTUM CHEMICAL CALCULATIONS; REACTION PATHWAYS; TETRA-HYDROFURAN;

CARBOXYLIC ACIDS; CYANIDES; METHANOL; ORGANIC LIGHT EMITTING DIODES (OLED); QUANTUM CHEMISTRY; RUTHENIUM COMPOUNDS;

CONFORMATIONS;

1 BETA AZIDO 1 ALPHA CARBAMOYL 1 DEHYDRO 1 DEOXY 5 O BENZOYL 2,3 O ISOPROPYLIDENE DEXTRO RIBOFURANOSE; 1,5 DIOXASPIRO DERIVATIVE; 2 (TERT BUTYLDIPHENYLSILANYLOXYMETHYL) 3 METHYL 1,5 DIOXASPIRO[3.2]HEXANE DERIVATIVE; 2 AZIDO 2 (HYDROXYMETHYL)OXETANE; 2 AZIDO 2 (HYDROXYMETHYL)OXETANE DERIVATIVE; 2 AZIDO 3,4 O ISOPROPYLIDENE 1 OCTADECANAL; 2 AZIDO 3,4 O ISOPROPYLIDENE 1 OCTADECANOIC ACID; 2 AZIDO 4 HEPTYL 2 (HYDROXYMETHYL) 3 METHYLOXETANE DERIVATIVE; 4 (TERT BUTYLDIPHENYLSILANYLOXY) 3 HYDROXY 2 METHYLBUTANENITRILE; ALCOHOL DERIVATIVE; AZIDE; AZIDOALCOHOL DERIVATIVE; AZIDOPHYTOSPHINGOSINE; BETA HYDROXYAZIDE; CARBOXYLIC ACID; FURAN DERIVATIVE; METHYLENEOXETANE DERIVATIVE; NITRILE; OXETANE DERIVATIVE; PSICO FURANOSE; RUTHENIUM DERIVATIVE; RUTHENIUM TETROXIDE; SPHINGOSINE DERIVATIVE; TETRAHYDROFURAN; TRANS 4 (TERT BUTYLDIPHENYLSILANYLOXYMETHYL) 3 METHYL 2 METHYLENEOXETANE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CONFORMATION; OUTCOME ASSESSMENT; OXIDATION; SYNTHESIS;

AZIDES; ETHERS, CYCLIC; KINETICS; MOLECULAR CONFORMATION; OXIDATION-REDUCTION; QUANTUM THEORY;

EID: 78449248390     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo101328c     Document Type: Article

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