Synthesis of 2,6-dioxatricyclo[3.3.1.03,7]nonanes by intramolecular haloetherification and/or transannular hydroxycyclization of alkenes in [4+3]-cycloadducts

Tetrahedron

Volumn 65, Issue 27, 2009, Pages 5308-5321

  Montaña, Ángel M ^a   Barcia, Juan A ^a   Kociok Köhn, Gabriele ^b   Font Bardía, Mercè ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

^b University of Bath Claverton Down   (United Kingdom)

Author keywords

2,6 Dioxatricyclo 3.3.1.03.7 nonanes; 8 Oxabicyclo 3.2.1 oct 6 en 3 one; 4+3 Cycloaddition; Haloetherification; Transannular hydroxycyclization

Indexed keywords

1 TERT BUTOXYCARBONYL AMINO 8 OXABICYCLO[3.2.1]OCT 6 EN 3 ONES; 2 TERT BUTOXYCARBONYLAMINOFURAN; 2,4 DIBROMO 3 PENTANONE; 2,6 DIOXATRICYCLO[3.3.1.0]NONANE; 8 HYDROXY 2,6 DIOXATRICYCLO[3.3.1.0]NONANE; 8 OXABICYCLO[3.2.1]OCT 6 EN 3 OL; 8 OXABICYCLO[3.2.1]OCT 6 EN 3 ONE; ALCOHOL; ALKENE; ALLYL COMPOUND; BICYCLO COMPOUND; BROMINE DERIVATIVE; CARBAMIC ACID DERIVATIVE; CARBON; CARBONYL DERIVATIVE; CATION; CHEMICAL COMPOUND; FURAN DERIVATIVE; HYDROXYL GROUP; OXYALLYL; RAC (1,2,4,5,6,8) 1 [(TERT BUTOXYCARBONYL)AMINO] 6,8 DIMETHYL 3,9 DIOXATRICYCLO[3.3.1.0]NON 7 YL ACETATE; SODIUM CYANIDE; SODIUM HYDROXIDE; SODIUM NITRATE; TERT BUTYL RAC N {(1,2,3,4,5) 3 HYDROXY 2,4 DIMETHYL 8 OXABICYCLO[3.2.1]OCT 6 EN 1 YL} CARBAMATE; TERT BUTYL RAC N {(1,2,4,5,6,7,8) 7 HYDROXY 6,8 DIMETHYL 3,9 DIOXATRICYCLO[3.3.1.0]NON 1 YL} CARBAMATE; TERT BUTYL RAC N {(1,3,4,5,7,8,9) 8 BROMO 4,9 DIMETHYL 2,6 DIOXATRICYCLO[3.3.1.0]NON 1 YL} CARBAMATE; TERT BUTYL RAC N {(1,3,4,5,7,8,9) 8 HYDROXY 4,9 DIMETHYL 2,6 DIOXATRICYCLO[3.3.1.0]NON 1 YL} CARBAMATE; TERT BUTYL RAC N {(1,3,4,5,7,8,9) 8 IODO 4,9 DIMETHYL 2,6 DIOXATRICYCLO[3.3.1.0]NON 1 YL} CARBAMATE; UNCLASSIFIED DRUG;

ADDITION REACTION; ANTIVIRAL ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; CELL LINE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLOADDITION; CYTOTOXICITY; DRUG SYNTHESIS; EPOXIDATION; HALOETHERIFICATION; HUMAN IMMUNODEFICIENCY VIRUS 1; HYDROXYCYCLIZATION; LYMPHOID CELL; MOLECULAR BIOLOGY; NONHUMAN; PRIORITY JOURNAL; REDUCTION; STEREOCHEMISTRY;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 66149098538     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.04.076     Document Type: Article

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